Chlorides-buliding-blocks

Formula: C11H13ClO2On March 31, 2008, Bohman, B.; Nordlander, G.; Nordenhem, H.; Sunnerheim, K.; Borg-Karlson, A.-K.; Unelius, C. R. published an article in Journal of Chemical Ecology. The article was 《Structure-Activity Relationships of Phenylpropanoids as Antifeedants for the Pine Weevil Hylobius abietis》. The article mentions the following:

Et cinnamate has been isolated from the bark of Pinus contorta in the search for antifeedants for the pine weevil, Hylobius abietis. Based on this lead compound, a number of structurally related compounds were synthesized and tested. The usability of the Topliss scheme, a flow diagram previously used in numerous structure-activity relationship (SAR) studies, was evaluated in an attempt to find the most potent antifeedants. The scheme was initially followed stepwise; subsequently, all compounds found in the scheme were compared. In total, 51 phenylpropanoids were tested and analyzed for SARs by using arguments from the field of medicinal chem. (rational drug design). Individual Hansch parameters based on hydrophobicity, steric, and electronic properties were examined The effects of position and numbers of substituents on the aromatic ring, the effects of conjugation in the mols., and the effects of the properties of the parent alc. part of the esters were also evaluated. It proved difficult to find strong SARs derived from single physicochem. descriptors, but our study led to numerous new, potent, phenylpropanoid antifeedants for the pine weevil. Among the most potent were Me 3-phenylpropanoates monosubstituted with chloro, fluoro, or Me groups and the 3,4-dichlorinated Me 3-phenylpropanoate. After reading the article, we found that the author used Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Formula: C11H13ClO2)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.Formula: C11H13ClO2 Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochlorideOn September 30, 1995 ,《Studies on 3′-quaternary ammonium cephalosporins II. Synthesis and antibacterial activity of 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]cephalosporin derivatives bearing various quaternary ammonium methyl groups at the 3 position》 was published in Journal of Antibiotics. The article was written by Ohki, Hidenori; Kawabata, Kohji; Okuda, Shinya; Kamimura, Toshiaki; Sakane, Kazuo. The article contains the following contents:

Synthesis and antibacterial activity of quaternary ammonium cephalosporins is reported. Extremely potent broad-spectrum activity against both Gram-pos. bacteria, including S. aureus, and Gram-neg. bacteria, including P. aeruginosa, is exhibited by 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(3-amino-2-methylpyrazolio)-methyl-3-cephem-4-carboxylate.(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride) was used in this study.

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

SDS of cas: 79349-53-4On May 30, 1993, Okita, Takaaki; Imae, Kiyoto; Hasegawa, Toshifumi; Iimura, Seiji; Masuyoshi, Shinji; Kamachi, Hajime; Kamei, Hideo published an article in Journal of Antibiotics. The article was 《Synthesis and antibacterial activity of cephalosporins having a catechol in the C3 side chain》. The article mentions the following:

Cephalosporins I [R = H, Me, CMe2CO2H, R1 = (E)-CH:CHCH2O2CC6H3(OH)2-3,4, O2CC6H3(OH)2-3,4; R = Me, R1 = O2CCH2C6H3(OH)2-3,4] were prepared I [ R = CMe2CO2H, R1 = (E)-CH:CHCH2O2CC6H3(OH)2-3,4, O2CC6H3(OH)2-3,4] showed excellent activity against Gram-neg. bacteria including ceftazidime-resistant Escherichia coli, Pseudomonas aeruginosa, Xanthomonas maltophilia and Pseudomonas cepacia. In the experiment, the researchers used many compounds, for example, (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4SDS of cas: 79349-53-4)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.SDS of cas: 79349-53-4 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Dai, Yihu; Jiang, Chunyang; Xu, Min; Bian, Bo; Lu, Di; Yang, Yanhui published an article in Applied Catalysis, A: General. The title of the article was 《Cobalt in N-doped carbon matrix catalyst for chemoselective hydrogenation of nitroarenes》.Category: chlorides-buliding-blocks The author mentioned the following in the article:

Anilines as important intermediates for both organic synthesis and industrial manufactory are densely substituted with a variety of functional moieties, and the transformation of nitroarenes into corresponding anilines requires catalytically selective hydrogenation catalyst. Herein, we describe a simple pyrolysis strategy to prepare cobalt catalysts in nitrogen-doped carbon matrix applied in the selective hydrogenation of nitroarenes with mol. hydrogen. The Co/NC catalysts are obtained through thermal treatment of mixed precursors of cobalt phthalocyanine and melamine. The surface-modified Co particles with Co3O4 and CoNx sites are surrounded by N-doped carbon layers according to a series of structural characterization results. These Co/NC catalysts are capable of efficiently selective hydrogenation of nitrobenzene and various substituted nitroarenes into corresponding anilines under relatively mild reaction conditions. The optimal catalytic hydrogenation performance is contributed to the fast rate of H2 dissociated activation on the CoNx active sites and the facile adsorption of the reactant substances, which is verified by the isotopic H2-D2 exchange experiments, reactant adsorption and the ORR reaction tests. Furthermore, the heterogeneous Co/NC catalyst is highly stable without the Co leaching and deactivation issues during the recycling reaction runs. The experimental part of the paper was very detailed, including the reaction process of 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Category: chlorides-buliding-blocks)

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.Category: chlorides-buliding-blocks

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 1956,Chemische Berichte included an article by Goerdeler, Joachim; Ohm, Josef; Tegtmeyer, Otto. Formula: C2HClN2S. The article was titled 《1,2,4-Thiadiazoles. VI. Preparation and properties of 1,2,4- and 1,3,4-thiadiazole》. The information in the text is summarized as follows:

cf. C.A. 51, 2753a. Adding (40 min.) 7 g. NaNO2 in the min. amount of H2O to 5 g. 5-amino-1,2,4-thiadiazole in 150 cc. 37% HCl and a small amount of Cu powder at -10° and stirring the mixture 1.5 hrs. at -10° and 0.5 hr. at 50-60° yield 58% 5-chloro-1,2,4-thiadiazole, b758 122-2.5°, m. -8° to -7°, d20 1.496, nD21 1.5388; HBr in lieu of HCl gives 74% 5-Br analog (I), stars or needles, m. 27.5-8°. 3-Methyl-5-amino-1,2,4-thiadiazole (II) and HBr yield the 3-Me homolog of I, m. 24-5°. Shaking 49.5 g. I and 30.4 g. Et3N in 70 cc. MeOH with 30 g. Raney Ni and H at atm. pressure and 20°, adding 350 cc. Et2O to precipitate the Et3N.HBr, then adding CaCl2 to the filtered solution, and distilling the Et2O solution give 72% 1,2,4-thiadiazole (III), b753 120.7-1.2°, d20 1.3298, nD21.9 1.5316; III.HCl and III.HBr readily sublime; III.H2SO4 is very hygroscopic; III.MeI, m. 164° (decomposition); III.AgNO3 needles, m. 80-1°; III.HgCl2 sublimes on heating; III.0.5 CoCl2, violet needles, soluble in H2O. 3-Me derivative of III, prepared like III from I in 78% yield, b753 131.8-2.9°, d20 1.2104, nD21 1.5149. Heating 3.3 g. I in 10 cc. concentrated H2SO4 2 hrs. on a water bath, pouring the mixture into 50 cc. ice H2O, and extracting with Et2O yield 64% 5-HO derivative of III, m. 120.5°. Treating 1.32 g. I in 5 cc. EtOH with MeNH2, refluxing the mixture 0.5 hr., evaporating it in vacuo, and extracting with Et2O give 92% 5-methylamino derivative of III, m. 58.5-60°. Heating 9.1 g. dry powd. H2NNHCSNH2 and 7 g. anhydrous HCO2H rapidly with stirring 45-60 min. at 140° and pouring the mixture into H2O yield 50-60% formylthiosemicarbazide (IV), m. 173-4° (decomposition), also obtained in 85% yield by stirring 4.5 g. H2NNHCSNH2 and 8.8 g. HCO2Ac 45 min. below 50°. Treating 11.9 g. IV with 23.6 g. AcCl 5-6 hrs. while the reaction is controlled by occasional cooling in H2O, and pouring the mixture into ice H2O give 80% 2-amino-1,3,4-thiadiazole (V), m. 190-1°. Adding an intimate mixture of 10 g. V and 32 g. NaNO2 in small portions to 160 cc. 40% HBr containing a small amount of Cu powder at -10°, stirring the mixture 1 hr. at -5° and 1.5 hrs. at 20°, neutralizing it with cooling with concentrated NaOH, adding NaHSO3 until KI-starch paper is no longer blued, warming the mixture a short time at 60°, extracting the filtered solution 6-7 hrs. with Et2O, and subliming the residue of the Et2O at 56°/12 mm. yield 75-90% 2-bromo-1,3,4-thiadiazole (VI), stout crystals, m. 72-3°; 2-Me homolog, prepared similarly from 2-methyl-5-amino-1,3,4-thiadiazole in 80-90% yield, m. 107.5-8°. Adding (1 hr.) a mixture of 10.1 g. V and 32 g. NaNO2 to 180 cc. 25% HCl containing a small amount of Cu at -10° yields 70-75% 2-Cl analog of VI, m. 32.5-3°. VI and MeNH2 give 80% 2-methylamino-1,3,4-thiadiazole, m. 164.5-65°. Refluxing 2.5 g. VI and 1.2 g. CS(NH2)2 in 10 cc. EtOH 1.5 hrs., adding 1.12 g. KOH in 16 cc. H2O, boiling it a few min., acidifying it, and extracting it with Et2O give 75% 2-mercapto-1,3,4-thiadiazole, m. 143°. Hydrogenating 8.2 g. VI and 5.3 g. Et3N in 40 cc. MeOH at slightly superatm. pressure and 20° with 100 mg. freshly reduced PtO2 with intermediate addition of fresh PtO2 until the theoretical amount of H has been absorbed, evaporating the filtered solution, and triturating the residue with Et2O yield 90% 1,3,4-thiadiazole (VII), b15 86-8°, b13 82-3.5°, b760 204-5° (decomposition), nD20 1.5470, m. 42-3°; 2-Me homolog, prepared similarly in almost 100% yield, b17 93°, b760 200.5-1.3° (decomposition), d20 1.2395, nD20 1.5320, m. 22-2.7° [HCl salt, very hygroscopic crystals, m. 116-19° (decomposition); picrate, yellow needles, m. 103-5° (decomposition); HgCl2 addition compound, m. 151-2° (decomposition); AgNO3 complex, m. 168-9° (decomposition)]. VII.HCl is very hygroscopic; VII.HBr is not hygroscopic; VII picrate, lemon-yellow needles, m. 98° (decomposition); VII.MeI m. 240-1° (decomposition); VII.AgNO3 m. 169°; VII.HgCl2, long shiny needles, m. 124-6° (decomposition). The results came from multiple reactions, including the reaction of 5-Chloro-1,2,4-thiadiazole(cas: 38362-15-1Formula: C2HClN2S)

5-Chloro-1,2,4-thiadiazole(cas: 38362-15-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Formula: C2HClN2S

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2021,New Journal of Chemistry included an article by Sun, Sheng-Xin; Yan, Jing-Hua; Zuo, Jiang-Tao; Wang, Xiao-Bin; Chen, Min; Lu, Ai-Min; Yang, Chun-Long; Li, Guo-Hua. Recommanded Product: 3-Chlorobenzylchloride. The article was titled 《Design, synthesis, antifungal evaluation, and molecular docking of novel 1,2,4-triazole derivatives containing oxime ether and cyclopropyl moieties as potential sterol demethylase inhibitors》. The information in the text is summarized as follows:

In the search for novel sterol demethylase inhibitors (DMIs), a series of 1,2,4-triazole derivatives containing oxime ether and cyclopropyl moieties I (R = Ph, 2,4,6-trichlorophenyl, 2-(1,3-dimethoxy-3-oxoprop-1-en-2-yl)benzen-1-yl, etc.) were designed using the bioactive substructure combination assisted by virtual mol. docking. The antifungal evaluation against Rhizoctonia solani (Rs), Fusarium graminearum (Fg), and Botrytis cinerea (Bc) indicated that most of the target compounds exhibited remarkable inhibitory activities against the above-mentioned tested fungi. Significantly, the compound I (R = 2,6-dichlorophenyl) exhibited outstanding anti-Fg activity with an EC50 value of 1.22μg mL-1 in vitro, and a protective effect of 59.45% in vivo at 200μg mL-1. Further investigation revealed that compound I (R = 2,6-dichlorophenyl) evidently inhibited Fg spore germination and caused some wrinkles and dents on the surface of mycelia. Mol. docking showed that compound I (R = 2,6-dichlorophenyl) bound with the target protein FgCYP51 via coordination, hydrogen bonding and stacking interactions that were similar, but slightly different from the interactions of tebuconazole with FgCYP51. These research results suggested that the target compounds I are valuable for the further structural optimization of novel triazole fungicides. In addition to this study using 3-Chlorobenzylchloride, there are many other studies that have used 3-Chlorobenzylchloride(cas: 620-20-2Recommanded Product: 3-Chlorobenzylchloride) was used in this study.

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Recommanded Product: 3-Chlorobenzylchloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Li, Shan; Si, Hongfei; Song, Xiaojuan; Lei, Chong; He, Xiaoqiang; Wang, Jie; Liu, Yiling; Zhou, Yang; Song, Jian-Guo; Peng, Lijie; Tang, Xia; Chan, Shingpan; Ren, Xiaomei; Tu, Zhengchao; Li, Zhengqiu; Wang, Zhen; Zhang, Zhang; Ding, Ke published their research in Journal of Medicinal Chemistry on August 11 ,2022. The article was titled 《Discovery of Hexahydrofuro[3,2-b]furans as New Kinase-Selective and Orally Bioavailable JAK3 Inhibitors for the Treatment of Leukemia Harboring a JAK3 Activating Mutant》.Application of 350-30-1 The article contains the following contents:

Janus kinase 3 (JAK3) is a potential target for the treatment of hematol. malignancies. Herein, we report the discovery of a series of new orally bioavailable irreversible JAK3 kinase inhibitors. The representative compound 12n (I) potently inhibited JAK3 kinase activity with an IC50 value of 1.2 nM and was more than 900-fold selective over JAK1, JAK2, and Tyk2. Cell-based assays revealed that 12n significantly suppressed phosphorylation of JAK3 and the downstream effectors STAT3/5 and also robustly restrained proliferation of BaF3 cells transfected with JAK3M511I activating mutation and human leukemia U937 cells harboring JAK3M511I with IC50 values of 22.9 and 20.2 nM, resp. More importantly, 12n showed reasonable pharmacokinetic (PK) properties, and oral administration of 12n at a dose of 50 mg/kg twice daily led to tumor regression in a U937 cell inoculated xenograft mouse model. Thus, 12n represents a promising lead compound for further optimization to discover new therapeutic agents for hematol. malignancies. In addition to this study using 3-Chloro-4-fluoronitrobenzene, there are many other studies that have used 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Application of 350-30-1) was used in this study.

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application of 350-30-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Pridmore, Simon J.; Williams, Jonathan M. J. published their research in Tetrahedron Letters on December 22 ,2008. The article was titled 《C-C bond formation from alcohols and malonate half esters using borrowing hydrogen methodology》.Product Details of 7116-36-1 The article contains the following contents:

Alcs. have been used as alkylating agents in a decarboxylative reaction with malonate half esters via a borrowing hydrogen pathway catalyzed by readily available Ru(PPh3)3Cl2. E.g., in presence of Ru(PPh3)3Cl2 and pyrrolidine, reaction of PhCH2OH and EtO2CCH2CO2H gave 88% PhCH2CH2CO2Et. The results came from multiple reactions, including the reaction of Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Product Details of 7116-36-1)

Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Product Details of 7116-36-1

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The author of 《1,2,4-Thiadiazoles. VIII. The synthesis of 5-chloro-1,2,4-thiadiazoles from perchloromethylmercaptan and amidines》 were Goerdeler, Joachim; Groschopp, Heinz; Sommerlad, Ursula. And the article was published in Chemische Berichte in 1957. Application In Synthesis of 5-Chloro-1,2,4-thiadiazole The author mentioned the following in the article:

cf. C.A. 51, 8731c. Adding dropwise (about 7 hrs.) with vigorous stirring 100 g. NaOH in 150 cc. H2O to 47 g. MeC(:NH)NH2.HCl and 83 g. CCl3SCl in 500 cc. CH2Cl2 at -8°, extracting the aqueous layer with CH2Cl2, and fractionally distilling the washed and dried CH2Cl2 solution give 60% N:CR.N:CR’.S (Ia) (R = Me, R’ = Cl) (I), b18 45°, b21 51°, nD22.5 1.52075, d20 1.355; 68% Ia (R = Et, R’ = Cl) (II), b17 60°, nD24 1.5129, d20 1.203. Adding 1.6 g. NaOH in 50 cc. H2O to 1.8 g. PhC(:NH)NH2.HCl.H2O and 1.8 g. CCl3SCl in 50 cc. H2O and a small amount of Na dodecylsulfate at below 10° and stirring the mixture 15 min. give 80% Ia (R = Ph, R’ = Cl), b3 115°, b12 136°, prisms, m. 52°; 45% Ia (R = PhCH2, R’ = Cl), b1.5 105-7°, b3 122-3°, m. 3-4°, nD19 1.5904, d16 1.305. Warming 4.5 g. II in 20 cc. concentrated H2SO4 1.5 hrs. on a H2O bath, pouring the mixture into ice-H2O, and extracting with Et2O give 85% Ia (R = Et, R’ = OH), needles, m. 89°; 90% Ia (R = Ph, R’ = OH), small rods, m. 204-6° (decomposition); 94% Ia (R = PhCH2, R’ = OH), leaflets, m. 106-7°. Adding 0.23 g. Na in 25 cc. MeOH to 1.96 g. II in 50 cc. MeOH, evaporating the filtered solution, and extracting the residue with Et2O yield Ia (R = Ph, R’ = OMe), leaflets, m. 32.5°; Ia (R = PhCH2, R’ = OMe), b2 124-5°, nD20 1.5713, d16 1.213; 100% Ia (R = Ph, R’ = EtO), b1.5 120-1°, nD20 1.5910, d16 1.206; 90% Ia (R = PhCH2, R’ = OEt), b1.26 118-20°, nD20 1.5584, d16 1.168; 36% Ia (R = Me, R’ = OEt), b19 71°, nD22.5 1.4898, d20 1.1521. Heating 5.4 g. I in 8 cc. EtOH with 3 g. CS(NH2)2 1.5 hrs. on a H2O bath, adding 50 cc. H2O and 5 cc. 33% KOH, boiling the mixture 5 min., acidifying the filtered solution with concentrated HCl, and extracting with Et2O yield 75% Ia (R = Me, R’ = SH), slightly yellow crystals, m. 151°; 72% Ia (R = Et, R’ = SH), m. 149° (decomposition). Treating 2.7 g. I in 5 cc. EtOH 2 hrs. with 25 cc. alc. MeNH2 solution, evaporating the solution, and extracting the residue with Et2O give 97% Ia (R = Me, R’ = NHMe), m. 96°; Ia (R = Et, R’ = NHMe), needles, m. 70°. The acidity constants of some of the compounds have been determined5-Chloro-1,2,4-thiadiazole(cas: 38362-15-1Application In Synthesis of 5-Chloro-1,2,4-thiadiazole) was used in this study.

5-Chloro-1,2,4-thiadiazole(cas: 38362-15-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application In Synthesis of 5-Chloro-1,2,4-thiadiazole

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2019,Organic Chemistry Frontiers included an article by Zhang, Huiru; Sun, Nan; Hu, Baoxiang; Shen, Zhenlu; Hu, Xinquan; Jin, Liqun. Formula: C7H6BrCl. The article was titled 《Copper-catalyzed direct couplings of terminal alkynes with primary and secondary benzyl bromides》. The information in the text is summarized as follows:

A facile Cu-catalyzed benzylation of terminal alkynes RCCH (R = Ph, thiophen-3-yl, cyclopropyl, n-C6H13, etc.) from easily available benzyl bromides R1CH(R2)Br (R1 = Ph, thiophen-2-yl, naphthalen-2-yl, etc.; R2 = H, Me, Et) and 1-(phenylethynyl)-indane, 1-(phenylethynyl)-1,2,3,4-tetrahydronaphthalene, 4-(phenylethynyl)chroman have been developed. Both primary and secondary benzylic bromides have been successfully coupled with various aryl alkynes, alkyl alkynes and enynes, selectively affording benzyl alkynes RCCCH(R2)R1 in moderate to excellent yields. Examples of scale-up reactions as well as the application for preparing substituted allenes as 1,3-diphenylpropa-1,2-diene, 1,3-diphenyl-buta-1,2-diene and 9-benzyl-10-methylphenanthrene have further demonstrated the practicality and efficiency of the developed strategy. The results came from multiple reactions, including the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7Formula: C7H6BrCl)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) is a useful reagent for the preparation of panicinotam derivatives for use as anti-inflammatory agents or immunomodulators.Formula: C7H6BrCl It can be synthesized by reacting 4-chlorobenzyl alcohol with bromodimethylsulfonium bromide (BDMS) It can also be synthesized by refluxing a mixture of 4-chlorobenzaldehyde, chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane and lithium bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics