ChemicalBook--->CAS DataBase List--->31825-95-3

31825-95-3

31825-95-3 Structure

31825-95-3 Structure
IdentificationBack Directory
[Name]

2-Methylthiazole-4-carboxamide
[CAS]

31825-95-3
[Synonyms]

2-Methyl-4-thiazolecarboxamide
4-THIAZOLECARBOXAMIDE, 2-METHYL-
2-Methyl-1,3-oxazole-4-carboamide
[Molecular Formula]

C5H6N2OS
[MDL Number]

MFCD00221183
[MOL File]

31825-95-3.mol
[Molecular Weight]

142.18
Chemical PropertiesBack Directory
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Note ]

Harmful
[HS Code ]

2934100090
Hazard InformationBack Directory
[Uses]

2-Methylthiazole-4-carboxamide is a useful reactant for the synthesis of bisthiazole-?based histone deacetylase inhibitors.
[Synthesis]

	Ethyl 2-methylthiazole-4-carboxylate

6436-59-5

2-Methylthiazole-4-carboxamide

31825-95-3

Step 1. Synthesis of 2-methylthiazole-4-carboxamide (Compound 2A) Ethyl 2-methylthiazole-4-carboxylate (Compound 1, 0.8 g, 4.68 mmol) was mixed with an ethanol solution of ammonia (NH3/EtOH, 10 mL) and the reaction was stirred at 60 °C for 6 days. After completion of the reaction, the mixture was concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate=1:1) to afford 2-methylthiazole-4-carboxamide (Compound 2, 0.44 g, 77% yield) as a white solid.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 8, p. 1203 - 1208
[2] Patent: WO2011/106414, 2011, A1. Location in patent: Page/Page column 83
[3] Journal of the Chemical Society, 1946, p. 91
[4] Journal of Organic Chemistry, 2009, vol. 74, # 15, p. 5750 - 5753
[5] Journal of the American Chemical Society, 2011, vol. 133, # 15, p. 5900 - 5904
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