2-AMINOTHIAZOLE-5-CARBOXYLIC ACID Chemical Properties

Melting point:

214-216

Boiling point:

415.0±18.0 °C(Predicted)

Density 

1.657±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

pka

2.14±0.10(Predicted)

form 

Crystalline Powder

color 

Off-white to yellow

Safety Information

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

Hazard Note 

Irritant/Keep Cold

HS Code 

29341000

2-AMINOTHIAZOLE-5-CARBOXYLIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-aminothiazole-5-carboxylic acid from ethyl 2-aminothiazole-5-carboxylate: sodium hydroxide (0.65 g, 16.3 mmol) was added to a mixed THF/water (2:1, v/v) solution containing ethyl 2-aminothiazole-5-carboxylate (0.80 g, 4.32 mmol) and the reaction mixture was heated to reflux overnight. Upon completion of the reaction, THF was removed by distillation under reduced pressure.Subsequently, the reaction mixture was neutralized with 1 M hydrochloric acid solution. The resulting precipitate was collected by filtration, washed with ether and dried at 60 °C overnight. An off-white crystalline product was obtained in 86% yield with a melting point of 168-171 °C (literature value: 172-173 °C). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.81 (s, 1H, thiazole-H), 8.99 (br s, 2H, NH2) ppm. high-resolution mass spectrometry (HRMS-ESI) analysis: m/z [M+H]+ calculated value of 145.1475 (C4H5N2O2S), measured value 145.1502.

References

[1] European Journal of Medicinal Chemistry, 2013, vol. 67, p. 208 - 220
[2] Recueil des Travaux Chimiques des Pays-Bas, 1944, vol. 63, p. 226
[3] Yakugaku Zasshi, 1948, vol. 68, p. 101
[4] Chem.Abstr., 1953, p. 7452
[5] Chemische Berichte, 1943, vol. 76, p. 419,428

2-AMINOTHIAZOLE-5-CARBOXYLIC ACID(40283-46-3)Related Product Information

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