Methyl 2-aminothiazole-5-carboxylate synthesis
- Product Name:Methyl 2-aminothiazole-5-carboxylate
- CAS Number:6633-61-0
- Molecular formula:C5H6N2O2S
- Molecular Weight:158.18
20656-61-5
17356-08-0
6633-61-0
General procedure for the synthesis of methyl 2-aminothiazole-5-carboxylate from methyl 2-chloro-3-oxopropionate and compound (CAS:17356-08-0): a mixture of 2.4 g of methyl 2-chloro-3-oxopropionate, 20 mL of water, and 1.75 g of thiourea was refluxed for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, decolorized by adding 0.25 g of activated carbon (Norit) and filtered. The filtrate was adjusted to neutral pH by slowly adding 2.5 N sodium hydroxide solution to the filtrate.The precipitate was collected by filtration to give 1.23 g (44% yield) of methyl 2-aminothiazole-5-carboxylate.
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Yield:6633-61-0 44%
Reaction Conditions:
Stage #1:methyl 2-chloro-3-oxopropionate;thiourea in water for 2 h;Heating / reflux;
Stage #2: with sodium hydroxide in water; pH=7
Steps:
G2
A mixture of 2. 4g of g-2, water 20ml and 1.75g of thiourea was refluxed for 2 hours. The mixture was cooled to room temperature and 0.25g of norit was added and filtered. A solution of 2. 5N sodium hydroxide was added to the filtrate until neutral pH. The filtration yielded 1.23g (44%) of 2-aminothiazole-5-carboxylic acid methyl ester (g-3).
References:
TIBOTEC PHARMACEUTICALS LTD WO2003/97616, 2003, A1 Location in patent:Page/Page column 26
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6633-61-0
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