Ethyl 2-amino-5-bromothiazole-4-carboxylate Chemical Properties

Melting point:

115-117 °C

Boiling point:

357.0±22.0 °C(Predicted)

Density 

1.731±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

0.88±0.10(Predicted)

color 

brown

CAS DataBase Reference

61830-21-5(CAS DataBase Reference)

Safety Information

HazardClass 

IRRITANT

HS Code 

2934100090

Ethyl 2-amino-5-bromothiazole-4-carboxylate Usage And Synthesis

Uses

Ethyl 2-amino-5-bromothiazole-4-carboxylate is an organic synthetic reagent for the preparation of anticonvulsants.

Synthesis

GENERAL METHOD: Ethyl 2-aminothiazole-4-carboxylate (0.1 mol) was dissolved in a minimal amount of glacial acetic acid, and bromine (0.11 mol) was added drop-wise while stirring continuously at room temperature. The reaction mixture was heated at 80°C for 90 min followed by stirring at room temperature for 12 hrs. After completion of the reaction, the mixture was filtered and washed with deionized water. The resulting precipitate was dissolved in hot water, the aqueous solution was alkalized with ammonia, filtered again, the precipitate was washed with deionized water and finally dried. Recrystallization by mixed ethanol/water solvent gave ethyl 2-amino-5-bromo-4-thiazolecarboxylate (compounds 3a-f).

References

[1] Medicinal Chemistry Research, 2015, vol. 24, # 8, p. 3194 - 3211
[2] Journal of Medicinal Chemistry, 1977, vol. 20, p. 572 - 576
[3] Tetrahedron Letters, 2002, vol. 43, # 39, p. 7051 - 7053
[4] Patent: US2007/281979, 2007, A1. Location in patent: Page/Page column 22
[5] Patent: US2007/4700, 2007, A1. Location in patent: Page/Page column 23

Ethyl 2-amino-5-bromothiazole-4-carboxylate(61830-21-5)Related Product Information

• ISOXADIFEN-ETHYL
• 2-Amino-5-bromobenzothiazole
• 4-Thiazolecarboxylic acid
• Trinexapac-ethyl
• Benzocaine
• 2-(2-Aminothiazol-4-yl)glyoxylic acid
• Tris(trimethylsilyl)phosphate
• Methyl acrylate
• 6-Aminocaproic acid
• RESMETHRIN
• Ethyl cyanoacetate
• Ethyl acrylate
• Ethyl propiolate
• Ethanol
• Urethane
• Ethyl formate
• Ethylparaben
• Ethyl acetate