| Identification | Back Directory | [Name]
ETHYL 2-BROMO-5-CHLOROTHIAZOLE-4-CARBOXYLATE | [CAS]
425392-44-5 | [Synonyms]
ETHYL 2-BROMO-5-CHLOROTHIAZOLE-4-CARBOXYLATE
2-Bromo-5-chloro-4-(ethoxycarbonyl)-1,3-thiazole
Ethyl 2-bromo-5-chloro-1,3-thiazole-4-carboxylate
2-Bromo-5-chloro-1,3-thiazol-4-carboxylic ethyl ester
2-Bromo-5-chloro-4-thiazolecarboxylic acid ethyl ester
2-Bromo-5-chloro-thiazole-4-carboxylic acid ethyl ester
4-Thiazolecarboxylic acid, 2-bromo-5-chloro-, ethyl ester
2-(1-(4-(6-oxo-6,11-dihydro-5H-dibenzo[b,e]azepin-11-yl)piperazine-1-carbonyl)cyclobutyl)acetic acid | [Molecular Formula]
C6H5BrClNO2S | [MDL Number]
MFCD08704625 | [MOL File]
425392-44-5.mol | [Molecular Weight]
270.53 |
| Chemical Properties | Back Directory | [Boiling point ]
313℃ | [density ]
1.749 | [Fp ]
143℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder | [pka]
-3.22±0.10(Predicted) | [color ]
Off-white |
| Hazard Information | Back Directory | [Synthesis]
Ethyl 2-amino-5-chloro-1,3-thiazole-4-carboxylate (2.00 g, 9.678 mmol, 1.00 eq.) was used as starting material, which was mixed with tert-butyl nitrite (1.20 g, 11.637 mmol, 1.20 eq.) and copper bromide (2.59 g, 11.596 mmol, 1.20 eq.) in acetonitrile (50 mL). The reaction mixture was stirred at 80 °C for 2 hours. After completion of the reaction, the resulting solution was concentrated under vacuum and the obtained residue was purified by silica gel column chromatography with the eluent dichloromethane/methanol (40:1, v/v), resulting in the target compound ethyl 2-bromo-5-chlorothiazole-4-carboxylate (1.2 g, 46% yield) as a white solid. The product was confirmed by LC-MS (electrospray ionization, m/z) analysis: 270 [M + H]+. | [References]
[1] Organic Letters, 2003, vol. 5, # 16, p. 2911 - 2914
[2] Organic Letters, 2002, vol. 4, # 8, p. 1363 - 1365
[3] Patent: WO2016/135163, 2016, A1. Location in patent: Paragraph 0209
[4] Tetrahedron Letters, 2002, vol. 43, # 39, p. 7051 - 7053
[5] Patent: WO2010/122504, 2010, A1. Location in patent: Page/Page column 54 |
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