Tag: M.W=100-200

Reference of 26487-67-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Commercially available 5-chloro benzoxazoles or benzothiazoles(5 mmol) and K2CO3 (15 mmol) were added to 50 mL of DMF.The mixture was heated at 60 C and 1-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (6.5 mmol) was added. The mixture was maintained at 60 C under stirring for 3 h, then was cooled to room temperature, poured into water, and extracted with diethyl ether(3 50 mL). The organic layer was washed with brine, dried overan hydrous Na2SO4 and evaporated under reduced pressure to give are sidue, which was purified by flash column chromatography oversilica gel using ethyl acetate/methanol 8:2 v/v as eluent. Immediately after solvent evaporation, free bases were converted into hydrochlorides by dissolving the corresponding amine in diethyl ether and treating with a 1.25MHCl ethanol solution (pH 1e2). The precipitate was filtered off, washed with diethyl ether, and dried under nitrogen. The following compounds were obtained using this procedure:

The chemical industry reduces the impact on the environment during synthesis 1-(2-Chloroethyl)azepane hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Romeo, Giuseppe; Prezzavento, Orazio; Intagliata, Sebastiano; Pittala, Valeria; Modica, Maria N.; Marrazzo, Agostino; Turnaturi, Rita; Parenti, Carmela; Chiechio, Santina; Arena, Emanuela; Campisi, Agata; Sposito, Giovanni; Salerno, Loredana; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 226 – 235;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H5ClFN

fd”) 4-Chloro-A^-(2-chloro-4-fluorophenvDpyra2ole-3-carboxamide A mixture of 3,8-dichlorodipyrazolo[l55-a;r95′-d]pyrazine-4,9-dione (0.20 mmol, 51 mg) and 2-chloro-4-fluoroaniline (1.0 mmol, 146 mg) was heated at 12O0C for I h, cooled to ambient temperature and diluted with pentane (5 mL). The precipitate was filtered off and washed with pentane (30 mL). Crystallisation from EtOH:water (4:1, 20 mL) gave 84 mg (77 %) of the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz) delta 13.8 (br s, IH), 9.65 (s, IH), 8.20 (s, IH), 7.96 (dd, IH), 7.57 (dd, IH), 7.28 (ddd, IH).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BIOLIPOX AB; WO2007/45868; (2007); A1;,
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Chlorides – an overview | ScienceDirect Topics

932-32-1, name is 2-Chloro-N-methylaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 2-Chloro-N-methylaniline

General procedure: Dichloromethane (20 mL) and phenylpropynoic acid (11 mmol) were added into a 50 mL round bottom glass flask, and then N-alkylaniline (10 mol) was added at 0 C. Thereafter, a solution of DCC (15 mol), DMAP (0.5 mmol) and dichloromethane (20 mL) was slowly added dropwise with stirring. The reaction mixture was allowed to warm to room temperature and then stirred overnight. The mixture was washed with 5 mL saturated NaCO3 solution, 5 mL saturated NaCl solution, and 5 mL water. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate as the eluent) affording the corresponding N-phenylpropynamide 1.

The synthetic route of 932-32-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Yuan; Chen, Yu-Jue; Guan, Zhi; He, Yan-Hong; Tetrahedron; vol. 75; 51; (2019);,
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Electric Literature of 29671-92-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 29671-92-9 name is Carbamimidic chloride hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 3; 2-Amino-6- (4-methoxyphenoxymethyl)benzonitrile mg; 0.2 mmol) and chloroformamidine hydrochloride (34.0 mg, 0.30 mmol) were heated at 140 C in diglyme for 3 hours. The reaction mixture was diluted with water, stirred for 2 hours, filtered, washed with water and dried. Purification by silica gel chromatography (5% methanol in dichloromethane) yielded 30 mg of 5-(4- methoxyphenoxymethyl) quinazoline-2,4-diamine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Carbamimidic chloride hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
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Reference of 108-37-2,Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, molecular formula is C6H4BrCl, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A 50 mL roundbottom flask wascharged with 0.5 mmol of aryl halide, benzene (4 mL) and1.5 mmol of KO(t-Bu). The flask was fitted with a refluxcondenser left open to air. Then, a solution of catalyst dissolved in 420 muL DMF was added to the reaction. The reactionwas then stirred and refluxed for 40 h. The reaction was workedup by extraction with ether and washed with deionized H2O.The organic phase was collected and dried over anhydrous sodium sulfate. The residue was purified by flash column chromatography. NMR spectra of isolated products matched well withthe literature.

The synthetic route of 108-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamang, Sem Raj; Hoefelmeyer, James D.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2757 – 2762;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 15205-11-5

General procedure: To a solution of acid 3 (0.384g, 1mmol), HATU (0.38g, 1mmol), and Et3N (1mL) in 20mL of dry CH2Cl2 was added an equimolar amount of the appropriate amine. The mixture was kept stirring at room temperature for 24h. After TLC detection to show no starting materials, the mixture was extracted with 100mL ethyl acetate and washed with saturated NaHCO3 (3×30mL) and saturated NaCl (1×50mL). The organic layers were dried over MgSO4 and evaporated under vacuum. The crude product was purified by column chromatography with methanol: CH2Cl2=1: 30 to obtain intermediates 4a-4u.

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ju, Han; Zhang, Jian; Sun, Zhuosen; Huang, Zheng; Qi, Wenbao; Huang, Bing; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 220 – 231;,
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Electric Literature of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of (1R,4R)-9-bromo-4-hydroxy-1-methyl-1,2,3,4-tetrahydrobenzo[4,5]imidazo [1,2-a]pyridine-7-carboxylic acid (49h, 10 mg, 0.031 mmol), 4-[chloro(difluoro)methoxy]aniline (1h, 7.14 mg, 0.037 mmol) in DMF (1 mL) was added HATU (14.03 mg, 0.037 mmol) and DIEA (11.92 mg, 0.092 mmol, 16.07 uL). The mixture was stirred at 15 C. for 5 hr. LCMS showed desired ms was detected. TLC (ethyl acetate_methanol=10:1, Rf=0.40) showed a new spot was formed. The reaction mixture was concentrated under reduced pressure to remove solvent. The residue was diluted with H2O (10 mL) and extracted with EtAOc (10 mL*3). The combined organic layers were washed with brine, dried over Ns2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, ethyl acetate_methanol=10:1) to give 49i as a white solid. 1H NMR (400 MHz, CDCl3-d) delta 8.09 (d, J=1.3 Hz, 1H), 8.00 (d, J=1.3 Hz, 1H), 7.71 (d, J=8.9 Hz, 2H), 7.25 (s, 1H), 5.46 (br t, J=5.8 Hz, 1H), 5.18 (br s, 1H), 2.76-2.60 (m, 1H), 2.39-2.17 (m, 2H), 1.96-1.86 (m, 1H), 1.53 (d, J=6.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Chlorodifluoromethoxy)aniline, its application will become more common.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 367-22-6

Step 12: Preparation for N-(4-Chloro-3-fluorophenyl)-5-(tetrahydrofuran-3-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazolin-10-amine To a solution of 10-chloro-5-(tetrahydrofuran-3-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazoline (0.1 g, 0.3 mmol) in isopropanol (3 mL) was added 4-chloro-3-flouroaniline (0.06 g, 0.4 mmol). The solution was stirred at 80 C. for 4 hours. After cooling to ambient temperature, the solution was concentrated to obtain a yellow solid which was purified by column chromatography on silicon gel (dichloromethane:methanol=100:1) to obtain a yellow solid (0.09 g, yield=62%). 1H NMR (DMSO-d6, 400 MHz): delta 10.45 (s, 1H), 8.73 (s, 1H), 7.97-7.94 (m, 1H), 7.66-7.65 (m, 1H), 7.54 (t, 1H, J=8.9 Hz), 7.14 (s, 1H), 5.20-5.18 (m, 1H), 4.61-4.59 (m, 2H), 4.45-4.44 (m, 2H), 3.96-3.88 (m, 3H), 3.81-3.79 (m, 1H), 2.37-2.34 (m, 1H), 2.08-2.06 (m, 1H). MS: 418(M+H+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 367-22-6.

Reference:
Patent; BEIJING SCITECH-MQ PHARMACEUTICALS LIMITED; SHENG, Wang; YANG, Leifu; PAN, Zhiyong; (46 pag.)US2017/355683; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 7149-75-9

General procedure: Oxo ester 11-15 (10 mmol) was dissolved in THF(50 ml). Solution of LiOH·H2O (15 mmol) in 20 ml of water was addeddropwise at 5-10 C. After stirring at room temperature (3-8 h, TLCcontrol) the mixture was concentrated to approximately quarter of volume,diluted with 50 ml of water and washed with Et2O (3×30 ml). The waterlayer was acidified with 5% H2SO4 to pH 5, the product was extracted withEt2O (3×30 ml), dried over Na2SO4 and concentrated in vacuo. The crudeoxo acids were unstable and were immediately processed further. Primaryamine (0.55 mmol) and oxo acid (0.50 mmol) were dissolved in EtOH(3.0 ml). Isocyanide (0.55 mmol) was added and the reaction mixture wasstirred at 60-65 C for 12 h, then evaporated in vacuo. The residue was dissolvedin EtOAc (3 ml) and treated with 5 ml of saturated aqueous NaHCO3,the organic layer was separated, the aqueous one was extracted with EtOAc(2×2 ml). The combined organic extracts were washed with water (2×5 ml),dried over Na2SO4 and concentrated in vacuo. The residue was treated with10% EtOAc in Et2O (to cause crystallization of the product), or purifiedby chromatography (silica gel, EtOAc-hexane, 1 : 20 1 : 10). For characteristicsof the products, see Online Supplementary Materials.

The synthetic route of 7149-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stolyarenko, Vasiliy Yu.; Evdokimov, Anatoliy A.; Shishkin, Vladimir I.; Mendeleev Communications; vol. 23; 4; (2013); p. 233 – 234;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2687-12-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2687-12-9, name is Cinnamyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Briefly, a mixture of alkylimidazoles such as 1-methyl-1H-imidazole (MIM), 1-hexyl-1H-imidazole(HIM), 1-octyl-1H-imidazole (OIM), and 1-decyl-1H-imidazole (DIM) (1 mmol), as well as cinnamylchloride (1 mmol) solvent-free were microwaved to 200 MW at 80 C for 5 min (optimumreaction condition). Reaction completion was marked by separation of dense IL. Products suchas 1-methyl-3-cinnamylimidazolium chloride [CMIM]Cl, 1-hexyl-3-cinnamylimidazolium chloride[CHIM]Cl, 1-octyl-3-cinnamylimidazolium chloride [COIM]Cl, and 1-decyl-3-cinnamylimidazolium chloride [CDIM]Cl were isolated by decanting toluene to remove any unreacted starting materialsand solvents. Subsequently, ILs were rinsed with diethyl ether (4 10 mL) separating afterward thislatter layer by decantation. In each case, ILs were finally dried under reduced pressure to get rid of thevolatile organic compounds.

The synthetic route of Cinnamyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Doria, Oscar Forero; Castro, Ricardo; Gutierrez, Margarita; Valenzuela, Diego Gonzalez; Santos, Leonardo; Ramirez, David; Guzman, Luis; Molecules; vol. 23; 9; (2018);,
Chloride – Wikipedia,
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