ChemicalBook--->CAS DataBase List--->63788-62-5

63788-62-5

63788-62-5 Structure

63788-62-5 Structure
IdentificationBack Directory
[Name]

2-Acetylamino-4-methyl-thiazole-5-carboxylic acid
[CAS]

63788-62-5
[Synonyms]

2-ACETAMIDO-4-METHYLTHIAZOLE-5-CARBOXYLIC ACID
2-Acetylamino-4-methyl-thiazole-5-carboxylic acid
2-acetaMido-4-Methyl-1,3-thiazole-5-carboxylic acid
5-Thiazolecarboxylic acid, 2-(acetylamino)-4-methyl-
[Molecular Formula]

C7H8N2O3S
[MDL Number]

MFCD00548446
[MOL File]

63788-62-5.mol
[Molecular Weight]

200.21
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
Safety DataBack Directory
[HazardClass ]

IRRITANT
Hazard InformationBack Directory
[Synthesis]

2-Amino-4-methylthiazole-5-carboxylic acid

67899-00-7

Acetyl chloride

75-36-5

2-Acetylamino-4-methyl-thiazole-5-carboxylic acid

63788-62-5

To a suspension of 2-amino-4-methylthiazole-5-carboxylic acid (500 mg, 3.20 mmol) in tetrahydrofuran (20 mL) was added pyridine (1.30 mL, 16.0 mmol) and acetyl chloride (0.60 mL, 7.90 mmol) sequentially at 0 °C. The reaction mixture was stirred at 0 °C for 21 h and then brought to room temperature. Upon completion of the reaction, volatiles were removed from the mixture under vacuum, water was added to the residue and the suspension was stirred for 1 hour. The resulting precipitate was collected by filtration, washed with water and dried under vacuum to give 2-acetamido-4-methylthiazole-5-carboxylic acid (585 mg, 91% yield) as a colorless powder.1H NMR (200 MHz, DMSO-d6) δ 2.15 (s, 3H), 2.52 (s, 3H), 12.35 (br s, 1H); MS (ESI) : m/z 201 [M + H]+, 223 [M + Na]+, 199 [M-H]-.

[References]

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 24, p. 7578 - 7583
[2] Patent: US2012/220767, 2012, A1. Location in patent: Page/Page column 9
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