| Identification | Back Directory | [Name]
4-(3-Chloro-phenyl)-thiazol-2-ylamine | [CAS]
90533-23-6 | [Synonyms]
4-(3-Chlorophenyl)thiazol-2-amine 4-(3-Chlorophenyl)-2-thiazolamine 2-Thiazolamine, 4-(3-chlorophenyl)- 1-(3-chloro-5-fluorophenyl)-3-buten-1-ol | [Molecular Formula]
C9H7ClN2S | [MDL Number]
MFCD02664012 | [MOL File]
90533-23-6.mol | [Molecular Weight]
210.68 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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