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64951-04-8

64951-04-8 Structure

64951-04-8 Structure
IdentificationBack Directory
[Name]

ETHYL IMIDAZO[2,1-B][1,3]THIAZOLE-6-CARBOXYLATE
[CAS]

64951-04-8
[Synonyms]

SKL392
Ethyl imidazo[2,1-b]thiazole-6-carboxylate
ETHYL IMIDAZO[1,2-A]THIAZOLE-6-CARBOXYLATE
6-(Ethoxycarbonyl)imidazo[2,1-b][1,3]thiazole
ETHYL IMIDAZO[2,1-B][1,3]THIAZOLE-6-CARBOXYLATE
Ethylimidazo[2,1-b][1,3]thiazole-6-carboxylate97%
Ethyl imidazo[2,1-b][1,3]thiazole-6-carboxylate 97%
IMIDAZO[2,1-B]THIAZOLE-6-CARBOXYLIC ACID ETHYL ESTER
[Molecular Formula]

C8H8N2O2S
[MDL Number]

MFCD03419464
[MOL File]

64951-04-8.mol
[Molecular Weight]

196.23
Chemical PropertiesBack Directory
[Melting point ]

87 °C
[CAS DataBase Reference]

64951-04-8
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Note ]

Harmful
[HS Code ]

2934999090
Hazard InformationBack Directory
[Synthesis]

2-Aminothiazole

96-50-4

Ethyl bromopyruvate

70-23-5

ETHYL IMIDAZO[2,1-B][1,3]THIAZOLE-6-CARBOXYLATE

64951-04-8

General procedure for the synthesis of ethylimidazo[2,1-b]thiazole-6-carboxylic acid from 2-aminothiazole (0.500 g, 5 mmol) and ethyl 3-bromopyruvate (90%, 1.625 g, 7.5 mmol): firstly, 2-amino thiazole was dissolved in tetrahydrofuran, followed by the addition of ethyl 3-bromopyruvate dropwise. The reaction mixture was stirred at room temperature for 8 hours before the precipitate was collected by filtration. The resulting filter cake was dissolved in hot ethanol and refluxed at 80°C for 8 hours. After completion of the reaction, the mixture was cooled and the solvent was removed by distillation. The residual solid was washed with cold water and filtered. After drying under vacuum, the intermediate (0.375 g) was obtained, which was dissolved in tetrahydrofuran. The yield of this step was 38.27%.

[References]

[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 18, p. 3914 - 3929
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 6, p. 2764 - 2778
[3] Patent: CN105985356, 2016, A. Location in patent: Paragraph 0117; 0118
[4] Farmaco, Edizione Scientifica, 1977, vol. 32, # 10, p. 735 - 746
[5] Patent: US2010/249071, 2010, A1. Location in patent: Page/Page column 45
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