Tag: 200-300

The author of 《Substitution products of 4-hydroxybenzophenone and of its methyl ether》 were Blakey, Wm.; Jones, W. I.; Scarborough, H. A.. And the article was published in Journal of the Chemical Society in 1927. Category: chlorides-buliding-blocks The author mentioned the following in the article:

4-Acetoxybenzophenone m. 81°. 4-MeOC6H4Bz with Cl in AcOH gives the 3-Cl derivative, m. 98°; further chlorination gives the 3,5-di-Cl derivative, m. 74° (α-oxime, m. 146°); 3,5-dichloro-4-methoxybenzanilide, pale yellow, m. 154°, from the oxime and PCl5; hydrolysis gives PhNH2 and 3,5-dichloroanisic acid, m. 202°. 3,5-Dichloro-4-hydroxybenzophenone, from the Me ether or by passing Cl into 4-HOC6H4Bz, m. 148°. 3-Bromo-4-methoxybenzophenone, m. 94°, from 4-MeOC6H4Bz and Br in AcOH-AcONa, at 100°, in the cold or in bright sunlight; α-oxime, m. 164°; 3-bromo-4-methoxybenzanilide, m. 170°; β-oxime, m. 111.5°, transformed into benzo-3-bromo-4-methoxyanilide, m. 156°. 3-Chloro-5-bromo-4-methoxybenzophenone, m. 92°. 4-MeOC6H4Bz and ICl in AcOH give the 3-I derivative, m. 81°; α-oxime, m. 182°, converted to 3-iodo-4-methoxybenzanilide, yellow, m. 206°. The β-oxime, m. 135°, yields benz-3-iodo-4-methoxyanilide, m. 164°. 3-Iodo-4-hydroxybenzophenone, m. 184°; the 3,5-di-I derivative, m. 145°, is formed from 4-HOC6H4Bz and ICl in AcOH-AcONa. Nitration of 4-MeOC6H4Bz gives the 3-NO2 derivative, yellow, m. 105°; α-oxime, yellow, m. 179°, yielding 3-nitro-4-methoxybenzanilide, m. 163°. 3,5-Dinitro-4-methoxybenzophenone, yellow, m. 105°, from the 4-Cl derivative and MeONa. The 4-HO derivative, yellow, m. 138°. 3′-Nitro-4-methoxybenzophenone, pale yellow, m. 95°, from m-O2NC6H4COCl and PhOMe with AlCl3 in CS2; nitration gives the 3,3′-dinitro derivative, pale yellow, m. 143°; this also results from 4-MeOC6H4Bz and HNO3. 3,3′-Dinitro-4-hydroxybenzophenone, pale green, m. 165°. 3,4′-Dinitro-4-methoxybenzophenone, m. 174°, by nitrating the 4′-NO2 derivative 3,3′,5-Trinitro-4-methoxybenzophenone, m. 184°, forms about 65% of the nitration product from 4-MeOC6H4Bz with H2SO4 and HNO3 for 2 days or from the 3,5-di-NO2 derivative; the 3,3′-di-NO2 derivative gives almost quant. the 3,3′,5-tri-NO2 derivative From the crude nitration product there were also isolated 2′(?),3-dinitro-4-methoxybenzophenone, m. 125°, and the 2′(?),3,5-trinitro derivative, light yellow, m. 142°. In the part of experimental materials, we found many familiar compounds, such as 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7Category: chlorides-buliding-blocks)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) 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

The author of 《Antimalarials. 9. Methylthio- and methylsulfonyl-substituted 9-phenanthrenemethanols》 were Markovac, A.; LaMontagne, M. P.. And the article was published in Journal of Medicinal Chemistry in 1976. Synthetic Route of C7H3Cl2NO3 The author mentioned the following in the article:

Nine di- and trisubstituted 9-phenanthrenemethanols bearing methylthio and methylsulfonyl substituents in the 2 and/or 6 positions of the phenanthrene nucleus were prepared and screened for antimalarial activity against Plasmodium berghei in mice. Six of the nine compounds were curative at or below 160 mg/kg. The most active structures contained a methylthio substituent in combination with two chlorine atoms. The most effective compound was 2,4-dichloro-α-dibutylaminomethyl-6-methylthio-9-phenanthrenemethanol-HCl (I) [59215-48-4]. The results came from multiple reactions, including the reaction of 3,5-Dichloro-2-nitrobenzaldehyde(cas: 59178-12-0Synthetic Route of C7H3Cl2NO3)

3,5-Dichloro-2-nitrobenzaldehyde(cas: 59178-12-0) 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.Synthetic Route of C7H3Cl2NO3

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

Ohtsuka, Yuhki; Uraguchi, Daisuke; Yamamoto, Kyoko; Tokuhisa, Kenji; Yamakawa, Tetsu published an article on January 31 ,2016. The article was titled 《Fenton reagent-catalyzed trifluoromethylation of enamines of 3-oxocarboxylates with CF3I》, and you may find the article in Journal of Fluorine Chemistry.Safety of Ethyl 3-(4-chlorophenyl)propanoate The information in the text is summarized as follows:

The trifluoromethylation of enamines of Et 3-oxocarboxylates catalyzed by Fenton reagent with CF3I was investigated. Trifluoromethylation followed by acid hydrolysis provided 3-oxo-2-(trifluoromethyl)carboxylates in 64-94% yields, which were greater than those obtained by the trifluoromethylation of 3-oxocarboxylates as reported previously. Enamines trifluoromethylated at the 2-position were isolated as intermediates. Hydrolysis and successive decarboxylation of the obtained 3-oxo-2-(trifluoromethyl)carboxylates under acidic conditions provided (2,2,2-trifluoroethyl)ketones in satisfactory yields. The synthesis of the target compounds was achieved using sulfuric acid iron(2+) salt (i.e., iron sulfate) and hydrogen peroxide (H2O2) as Fenton reagent. Starting materials included (iodo)trifluoromethane and enamines, such as 3-amino-2-butenoic acid ester, 3-amino-4-methyl-2-pentenoic acid ester, 3-amino-2-heptenoic acid ester, 3-amino-3-phenyl-2-propenoic acid ester. The title compounds thus formed included 3-oxo-2-(trifluoromethyl)butanoic acid ester, 4-methyl-3-oxo-2-(trifluoromethyl)pentanoic acid ester, β-oxo-α-(trifluoromethyl)benzenepropanoic acid ester. Hydrolysis products included trifluoromethyl ketones, such as 4,4,4-trifluoro-2-butanone, 1,1,1-trifluoro-4-methyl-3-pentanone, 1,1,1-trifluoro-3-heptanone, 3,3,3-trifluoro-1-phenyl-1-propanone. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Safety of Ethyl 3-(4-chlorophenyl)propanoate)

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.Safety of Ethyl 3-(4-chlorophenyl)propanoate 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

COA of Formula: C11H13ClO2On May 31, 1988, Uscumlic, G. S.; Krstic, V. V.; Muskatirovic, M. D. published an article in Journal of Molecular Structure. The article was 《Correlation of ultraviolet absorption frequences of cis- and trans-substituted cinnamic acids with Hammett substituent constants》. The article mentions the following:

The UV absorption spectra of cis- and trans-3- and 4-substituted cinnamic acids have been determined Examination of the spectra shows that there is a fair linear relation between the positions of the absorption bands for the electronic transitions of the carbonyl group and the Hammett substituent constants The plot of the λmax values of the cinnamic acids vs. the rate constants for the corresponding acids with diazodiphenylmethane (DDM) in ethanol gave a fair correlations. This relation was discussed in view of the proportionality of the energy of activation for the reaction of these acids with DDM in ethanol and the energy for the electronic transitions in the carbonyl group under the influence of UV radiation. In the experiment, the researchers used many compounds, for example, Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1COA of Formula: C11H13ClO2)

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.COA of Formula: C11H13ClO2

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

Formula: C8H6Cl2O3On May 23, 1997, Khanna, Ish K.; Weier, Richard M.; Yu, Yi; Xu, Xiang D.; Koszyk, Francis J.; Collins, Paul W.; Koboldt, Carol M.; Veenhuizen, Amy W.; Perkins, William E.; Casler, Jacquelen J.; Masferrer, Jaime L.; Zhang, Yan. Y.; Gregory, Susan A.; Seibert, Karen; Isakson, Peter C. published an article in Journal of Medicinal Chemistry. The article was 《1,2-Diarylimidazoles as potent, cyclooxygenase-2 selective and orally active antiinflammatory agents》. The article mentions the following:

Series of 1,2-diarylimidazoles has been synthesized and found to contain highly potent and selective inhibitors of the human COX-2 enzyme. The paper describes a short synthesis of the target 1,2-diarylimidazoles starting with aryl nitriles. Different portions of the diarylimidazole were modified to establish SAR. Systematic variations of the substituents in the aryl ring has yielded very potent (IC50 = 10-100 nm) and selective (1000-12500) inhibitors of the COX-2 enzyme. The study on the influence of substituents in the imidazole ring established that a CF3 group at position 4 gives the optimum oral activity. A number of the diarylimidazoles showed excellent inhibition in the adjuvant induced arthritis model (e.g., ED50 = 0.02 mpk for 22 and 34). The diarylimidazoles are also potent inhibitors of carrageenan-induced edema (ED50 = 9-30 mpk) and hyperalgesia (ED50 = 11-40 mpk). Several orally active diarylimidazoles show no GI toxicity in the rat and mouse up to 200 mpk. In the experiment, the researchers used 3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7Formula: C8H6Cl2O3)

3,5-Dichloro-4-methoxybenzoic acid(cas: 37908-97-7) 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.Formula: C8H6Cl2O3

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

Application In Synthesis of 4-Chlorobenzenesulfonyl chlorideIn 2021 ,《Synthesis of Symmetrical Thiosulfonates via Cu(OTf)2-Catalyzed Reductive Homocoupling of Arenesulfonyl Chlorides》 was published in European Journal of Organic Chemistry. The article was written by Liu, Lixia; Luo, Bo; Wang, Chengming. The article contains the following contents:

A variety of sym. thiosulfonates ArSO2SAr [Ar = 4-MeC6H4, 4-ClC6H4, 2-thienyl, etc.] were synthesized via Cu-catalyzed reductive homocoupling of aryl sulfonyl chlorides. This protocol used organic amine acting as a mild reductant and low-cost copper as an effective catalyst. Such a reductive coupling process featured a broad substrate scope and good functional group tolerance. Related thiosulfonate products could also be converted into diverse functional mols.4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Application In Synthesis of 4-Chlorobenzenesulfonyl chloride) was used in this study.

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Application In Synthesis of 4-Chlorobenzenesulfonyl chloride 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.

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

COA of Formula: C6H4Cl2O2SIn 2022 ,《Synthesis of Sulfonyl Chlorides from Aryldiazonium Salts Mediated by a Heterogeneous Potassium Poly(heptazine imide) Photocatalyst》 appeared in ACS Organic & Inorganic Au. The author of the article were Markushyna, Yevheniia; Antonietti, Markus; Savateev, Aleksandr. The article conveys some information:

A heterogeneous transition metal-free material, a type of carbon nitride photocatalyst, potassium poly(heptazine imide), was employed to produce sulfonyl chlorides from arenediazonium salts under mild conditions (visible light irradiation, room temperature) with 50-95% yields. The method was suitable for the synthesis of both electron rich and electron deficient compounds and it showed high tolerance toward different functional groups (halides, ester, nitro, cyano groups). Thus, a sustainable photocatalytic alternative to the Meerwein chlorosulfonylation reaction was offered. The experimental process involved the reaction of 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2COA of Formula: C6H4Cl2O2S)

4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties.COA of Formula: C6H4Cl2O2S 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

In 2022,Ciccone, Lidia; Nencetti, Susanna; Camodeca, Caterina; Ortore, Gabriella; Cuffaro, Doretta; Socci, Simone; Orlandini, Elisabetta published an article in Pharmaceutical Chemistry Journal. The title of the article was 《Synthesis and Evaluation of Monoaryl Derivatives as Transthyretin Fibril Formation Inhibitors》.HPLC of Formula: 622-95-7 The author mentioned the following in the article:

Here, the synthesis of new 2-((benzyloxy)imino)acetic, -propanoic and -butanoic acid derivatives, RCH2ON=C(R1)C(O)OH (R = 2-chlorophenyl, 4-methoxyphenyl, 2,4-dichlorophenyl, etc.; R1 = H, Me, Et) results of their turbidimetric UV assay and the docking study of new monoaryl compounds were reported. The obtained results suggest that, for this class of compounds, (i) the chlorine atom in ortho position on the aromatic ring is the best substituent; (ii) the linker inversion still allows the interaction with thyroxine binding sites; and (iii) the steric hindrance in R1 position is detrimental for the activity. The results came from multiple reactions, including the reaction of 1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7HPLC of Formula: 622-95-7)

1-(Bromomethyl)-4-chlorobenzene(cas: 622-95-7) may be used to synthesize 1-(4-chlorobenzyl)-2-(pyrrolidin-1-yl-methyl)-1H-benzimidazole dihydrochloride.HPLC of Formula: 622-95-7 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

Magid, L. J.; Han, Z.; Li, Z.; Butler, P. D. published an article in Journal of Physical Chemistry B. The title of the article was 《Tuning the Contour Lengths and Persistence Lengths of Cationic Micelles: The Role of Electrostatics and Specific Ion Binding》.Formula: C7H3Cl2NaO2 The author mentioned the following in the article:

Small-angle scattering was used to obtain detailed information on micellar contour lengths and persistence lengths, a measure of micellar flexibility, for mixed micelles of cetyltrimethylammonium 2,6-dichlorobenzoate and cetyltrimethylammonium chloride in H2O as a function of surfactant and salt concentrations and the relative amounts of the 2 counterions (the counterion inventory) at the micellar surface. Increasing amounts at the surface of the penetrating counterion of the pair, 2,6-dichlorobenzoate, lowers the 1-dimensional bending modulus of the micelles, making them more flexible. Micellar contour lengths exhibit a maximum with increasing amounts of 2,6-dichlorobenzoate at the micellar surface. This is understood in terms of decreases in the micellar end-cap energies, Ec, at high concentrations of penetrating counterion. By decreasing the effective micellar surface charge d., penetrating counterions also cause decreased contributions from electrostatic repulsion, Ee, which retard micellar growth. At low ionic strengths, this results in more extensive micellar growth upon addition of Na 2,6-dichlorobenzoate rather than NaCl. In the experiment, the researchers used Sodium 2,6-dichlorobenzoate(cas: 10007-84-8Formula: C7H3Cl2NaO2)

Sodium 2,6-dichlorobenzoate(cas: 10007-84-8) 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: C7H3Cl2NaO2 Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious.

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

Safety of 5-Chloro-2-(trifluoromethyl)benzoic acidOn March 22, 2007, Wacker, Dean A.; Varnes, Jeffrey G.; Malmstrom, Sarah E.; Cao, Xueying; Hung, Chen-Pin; Ung, Thao; Wu, Ginger; Zhang, Ge; Zuvich, Eva; Thomas, Michael A.; Keim, William J.; Cullen, Mary Jane; Rohrbach, Kenneth W.; Qu, Qinling; Narayanan, Rangaraj; Rossi, Karen; Janovitz, Evan; Lehman-McKeeman, Lois; Malley, Mary F.; Devenny, James; Pelleymounter, Mary Ann; Miller, Keith J.; Robl, Jeffrey A. published an article in Journal of Medicinal Chemistry. The article was 《Discovery of (R)-9-Ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino[2,1-a]isoindol- 6(2H)-one, a Selective, Orally Active Agonist of the 5-HT2C Receptor》. The article mentions the following:

Robust pharmaceutical treatment of obesity has been limited by the undesirable side-effect profile of currently marketed therapies. The synthesis and optimization of a class of pyrazinoisoindolone-containing, selective 5-HT2C agonists as antiobesity agents, are described. Key to optimization of the pyrazinoisoindolone core was the identification of the appropriate substitution pattern and functional groups which led to the discovery of compound I, a 5-HT2C agonist with >300-fold functional selectivity over 5-HT2B and >70-fold functional selectivity over 5-HT2A. Oral dosing of I reduced food intake in an acute rat feeding model, which could be completely reversed by a selective 5-HT2C antagonist and caused a reduction in body weight gain in a 4-day rat model. In the experimental materials used by the author, we found 5-Chloro-2-(trifluoromethyl)benzoic acid(cas: 654-98-8Safety of 5-Chloro-2-(trifluoromethyl)benzoic acid)

5-Chloro-2-(trifluoromethyl)benzoic acid(cas: 654-98-8) 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.Safety of 5-Chloro-2-(trifluoromethyl)benzoic acid

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