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

pka

3.94±0.10(Predicted)

4-(3-Chloro-phenyl)-thiazol-2-ylamine Usage And Synthesis

Synthesis

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 (90533-23-6)Related Product Information

• (4-(3,4-DICHLOROPHENYL)(2,5-THIAZOLYL))-3-PYRIDYLAMINE
• 5-BROMO-2-(4-BROMO-3,5-DIMETHYL-1H-PYRAZOL-1-YL)-4-(3,4-DICHLOROPHENYL)-1,3-THIAZOLE
• 4-(3,4-DICHLOROPHENYL)-2-(3,5-DIMETHYL-1H-PYRAZOL-1-YL)-1,3-THIAZOLE
• 4-(5-CHLORO-2-METHOXY-PHENYL)-THIAZOL-2-YLAMINE
• 4-(3,4-DICHLOROPHENYL)-1,3-THIAZOLE-2-YLAMINE, HYDROBROMIDE
• 2-CHLORO-N-[4-(3,4-DICHLORO-PHENYL)-THIAZOL-2-YL]-ACETAMIDE
• 4-(3-CHLORO-4-METHYLPHENYL)-5-METHYL-1,3-THIAZOL-2-AMINE
• N1-[4-(3-CHLORO-4-METHYLPHENYL)-5-METHYL-1,3-THIAZOL-2-YL]-2-CHLOROACETAMIDE
• 4-(3-Chloro-phenyl)-thiazol-2-ylamine
• N-(4-(3,4-DICHLOROPHENYL)(2,5-THIAZOLYL))-3-PYRIDYLFORMAMIDE
• 4-(3,4-DICHLORO-PHENYL)-THIAZOL-2-YLAMINE
• 4-(3-CHLORO-4-METHOXYPHENYL)-1,3-THIAZOL-2-AMINE
• (4-(3,4-DICHLOROPHENYL)(2,5-THIAZOLYL))PROP-2-ENYLAMINE
• AURORA KA-7859
• 4-(3,5-DICHLORO-2-METHOXYPHENYL)-1,3-THIAZOL-2-AMINE
• SALOR-INT L124354-1EA