5-Thiazolecarboxylicacid,2-bromo-4-propyl-,ethylester(9CI) synthesis
- Product Name:5-Thiazolecarboxylicacid,2-bromo-4-propyl-,ethylester(9CI)
- CAS Number:81569-55-3
- Molecular formula:C9H12BrNO2S
- Molecular Weight:278.17
81569-37-1
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Yield:-
Reaction Conditions:
with copper(ll) bromide;isopentyl nitrite in acetonitrile at 25 - 65;
Steps:
IV
Step IV: Synthesis of emyl-2-brorno-4-propyl-l,3-thiazol-5-carboxylate Ethyl-2-amino-4-propylthiazol-5-carboxylate (0.15 g, 0.7 mmol) was dissolved in acetonitrile (40 ml) and treated with cupric bromide (0.1 g, 0.43 mmol) at room temperature (~25 0C) and the reaction mixture was heated to about 65 0C. A solution of isoamyl nitrite (0.16 g, 1.05 mmol) in acetonitrile was added dropwise at the same temperature. Upon complete addition the reaction mixture was cooled to room temperature (~25 0C) and stirred for about 2 hours. Upon completion of reaction, the solvent was removed and the residue was diluted with dil. HCl (2M, 20 ml) and extracted with dichloromethane. The combined organics were washed with water, brine, dried over anhydrous sodium sulphate and concentrated. The crude compound was purified by using column chromatography SiO2 (100-200) (0.05 g). EIMS m/z 280 [M+H]+
References:
WO2010/13222,2010,A1 Location in patent:Page/Page column 66
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3249-68-1
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