4-(Chloromethyl)-1,3-thiazole

Base Information

• Chemical Name: 4-(Chloromethyl)-1,3-thiazole
• CAS No.: 3364-76-9
• Molecular Formula: C4H4ClNS
• Molecular Weight: 133.601
• Hs Code.: 2934100090
• UNII: E45279233D
• DSSTox Substance ID: DTXSID20376875
• Nikkaji Number: J847.435D
• Wikidata: Q82165779
• Mol file: 3364-76-9.mol

Synonyms:4-(chloromethyl)-1,3-thiazole;3364-76-9;4-Chloromethylthiazole;4-(chloromethyl)Thiazole;4-Chloromethyl-thiazole;E45279233D;SCHEMBL209126;DTXSID20376875;QKWSLYINUYKIRF-UHFFFAOYSA-N;UNII-E45279233D;MFCD00623588;STK502749;AKOS000321376;SB75327;BB 0240450;FT-0602288;A901017;F2173-0022

Chemical Property of 4-(Chloromethyl)-1,3-thiazole

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 214.9 °C at 760 mmHg
• PKA: 0.45±0.10(Predicted)
• Flash Point: 83.8 °C
• PSA: 41.13000
• Density: 1.338 g/cm³
• LogP: 1.88190
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 132.9752980
• Heavy Atom Count: 7
• Complexity: 59.7

Purity/Quality:

98%min ^*data from raw suppliers

4-(chloromethyl)-1,3-thiazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CS1)CCl

Technology Process of 4-(Chloromethyl)-1,3-thiazole

There total 4 articles about 4-(Chloromethyl)-1,3-thiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

4-Methylthiazole (693-95-8) → 4-chloromethylthiazole (3364-76-9) + 4-dichloromethylthiazole (3364-79-2)

Guidance literature:

With sulfur trioxide; chlorine; phosphorus trichloride; 2,2'-azobis(isobutyronitrile); In sulfuric acid; at 85 - 90 ℃; for 10h;

DOI:10.3987/COM-04-10178

Reference yield:

4-(chloromethyl)thiazole hydrochloride (7709-58-2) → 4-chloromethylthiazole (3364-76-9)

Guidance literature:

With sodium hydrogencarbonate; In water;

Reference yield:

thiocarboxamide (115-08-2) + 1,3-Dichloroacetone (534-07-6) → 4-chloromethylthiazole (3364-76-9)

Guidance literature:

With magnesium sulfate; In acetone; Reflux;

DOI:10.1016/j.bmcl.2013.12.057

upstream raw materials:

4-Methylthiazole

4-(chloromethyl)thiazole hydrochloride

thiocarboxamide

1,3-Dichloroacetone

Downstream raw materials:

2-[N-(diphenylmethylene)amino]-3-(1,3-thiazol-4-yl)propanoic acid, tert-butyl ester

ethyl 3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1-{4-[(1,3-thiazol-4-ylmethyl)oxy]phenyl}-1H-pyrazole-4-carboxylate

5-chloro-N-[(2Z)-5-chloro-3-(1,3-thiazol-4-ylmethyl)-1,3-thiazol-2(3H)-ylidene]-2-methoxybenzamide

5-chloro-2-methoxy-N-[(2Z)-5-methyl-3-(1,3-thiazol-4-ylmethyl)-1,3-thiazol-2(3H)-ylidene]benzamide

Refernces

• 1、 Xu, Lianhong,Liu, Hongtao,Hong, Allen,Vivian, Randy,Murray, Bernard P.,Callebaut, Christian,Choi, You-Chul,Lee, Melody S.,Chau, Jennifer,Tsai, Luong K.,Stray, Kirsten M.,Strickley, Robert G.,Wang, Jianhong,Tong, Leah,Swaminathan, Swami,Rhodes, Gerry R.,Desai, Manoj C.. "Structure-activity relationships of diamine inhibitors of cytochrome P450 (CYP) 3A as novel pharmacoenhancers. Part II: P2/P3 region and discovery of cobicistat (GS-9350)". . p. 995 - 999. Retrieved 2014/02/14.
• 2、 -. "TETRAHYDROCARBAZOLE DERIVATIVES USEFUL AS ANDROGEN RECEPTOR MODULATORS". Page/Page column 137-138. . Retrieved 2010/11/25.