4-(2-Chloro-phenyl)-thiazol-2-ylamine

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4-(2-Chloro-phenyl)-thiazol-2-ylamine Basic information
Product Name:4-(2-Chloro-phenyl)-thiazol-2-ylamine
Synonyms:2-Amino-4-(2-chlorophenyl)-1,3-thiazole;2-AMino-4-(2-chlorophenyl)thiazole;4-(2-chlorophenyl)thiazol-2-aMine;2-Amino-4-(2-chlorophenyl)-1,3-thiazole, 1-(2-Amino-1,3-thiazol-4-yl)-2-chlorobenzene;4-(2-chlorophenyl)-2-thiazolamine;ART-CHEM-BB B000318;AURORA 22577;BUTTPARK 41\03-43
CAS:21344-90-1
MF:C9H7ClN2S
MW:210.68
EINECS:
Product Categories:
Mol File:Mol File
4-(2-Chloro-phenyl)-thiazol-2-ylamine Structure
4-(2-Chloro-phenyl)-thiazol-2-ylamine Chemical Properties
Melting point 132-138°C
Boiling point 371.1±17.0 °C(Predicted)
density 1.389±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form Solid
pka4.15±0.50(Predicted)
AppearanceWhite to yellow Solid
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2934100090
MSDS Information
4-(2-Chloro-phenyl)-thiazol-2-ylamine Usage And Synthesis
Synthesis
2'-Chloroacetophenone

2142-68-9

Carbamimidothioic acid

17356-08-0

4-(2-CHLORO-PHENYL)-THIAZOL-2-YLAMINE

21344-90-1

The general procedure for the synthesis of 4-(2-chlorophenyl)-1,3-thiazol-2-amine from o-chloroacetophenone and the compound (CAS:17356-08-0) was as follows: firstly, 2'-chloroacetophenone (0.05 mol), iodine (0.1 mol), and thiourea (0.1 mol) were mixed in a small conical flask and ground thoroughly using a mortar and pestle until homogeneous (reaction 1). Subsequently, the mixture was placed in a microwave reactor and radiated at 180 W power for 5 min, during which time it was paused every 30 sec. Upon completion of the reaction, 100 mL of distilled water was added to the mixture and microwave heating was continued at 270 W power for 5-6 min, with pauses at 1 min intervals to ensure complete dissolution of the precipitate. The reaction solution was cooled and filtered to obtain a yellow filtrate. The filtrate was adjusted to alkaline with ammonia solution to precipitate the target product. The product was separated by filtration, purified by recrystallization with ethanol and ether successively, and finally dried under reduced pressure to give 4-(2-chlorophenyl)-1,3-thiazol-2-amine.

References[1] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2013, vol. 115, p. 393 - 398
[2] Chemical and Pharmaceutical Bulletin, 2007, vol. 55, # 7, p. 1014 - 1017
[3] Journal of Heterocyclic Chemistry, 2002, vol. 39, # 6, p. 1133 - 1138
[4] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 305 - 313
[5] Arzneimittel-Forschung/Drug Research, 1986, vol. 36, # 9, p. 1391 - 1393
4-(2-Chloro-phenyl)-thiazol-2-ylamine Preparation Products And Raw materials
Raw materials2-Thiazolamine, 4-(2-chlorophenyl)-, hydrobromide (1:1)-->2'-Chloroacetophenone-->Carbamimidothioic acid-->2-Bromo-2'-chloroacetophenone
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