4-(3-Chloro-phenyl)-thiazol-2-ylamine

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4-(3-Chloro-phenyl)-thiazol-2-ylamine Basic information
Product Name:4-(3-Chloro-phenyl)-thiazol-2-ylamine
Synonyms:1-(3-chloro-5-fluorophenyl)-3-buten-1-ol;4-(3-Chlorophenyl)-2-thiazolamine;2-Thiazolamine, 4-(3-chlorophenyl)-;4-(3-chlorophenyl)thiazol-2(3H)-imine;4-(3-Chlorophenyl)thiazol-2-amine
CAS:90533-23-6
MF:C9H7ClN2S
MW:210.68
EINECS:
Product Categories:
Mol File:90533-23-6.mol
4-(3-Chloro-phenyl)-thiazol-2-ylamine Structure
4-(3-Chloro-phenyl)-thiazol-2-ylamine Chemical Properties
Melting point 112 °C(Solv: ethanol (64-17-5))
Boiling point 394.2±17.0 °C(Predicted)
density 1.389±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka3.94±0.10(Predicted)
Safety Information
MSDS Information
4-(3-Chloro-phenyl)-thiazol-2-ylamine Usage And Synthesis
Synthesis
Carbamimidothioic acid

17356-08-0

3'-Chloroacetophenone

99-02-5

4-(3-Chloro-phenyl)-thiazol-2-ylamine

90533-23-6

The reaction mixture was stirred at 100 °C for 8 hours with thiourea (50 mmol), 3-chloroacetophenone (25 mmol) and iodine (25 mmol). After completion of the reaction, the mixture was cooled and extracted with ether to remove unreacted 3-chloroacetophenone. Subsequently, it was washed with aqueous sodium thiosulfate to remove excess iodine and then with cold water. The crude product was dissolved in hot water and filtered to remove the sulfone by-product. The filtrate was alkalized with aqueous Na2CO3 to afford 2-amino-4-(3-chlorophenyl)-1,3-thiazole. Finally, the crude product was purified by recrystallization from alcohol.

References[1] Chemical and Pharmaceutical Bulletin, 2007, vol. 55, # 7, p. 1014 - 1017
[2] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 305 - 313
[3] Arzneimittel-Forschung/Drug Research, 1986, vol. 36, # 9, p. 1391 - 1393
[4] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 2, p. 692 - 702
[5] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5428 - 5431
4-(3-Chloro-phenyl)-thiazol-2-ylamine Preparation Products And Raw materials
Raw materials3-Chlorophenacyl bromide-->3-Chlorostyrene-->Carbamimidothioic acid-->3'-Chloroacetophenone
Tag:4-(3-Chloro-phenyl)-thiazol-2-ylamine(90533-23-6) Related Product Information
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