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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45316Generated: October 25, 2026

Sodium Hydroxide → 4-Methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acid

https://huagongshe.com/reaction/45316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylateHCID 719362—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-Methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acidHCID 8222633289%

Reaction Steps

A mixture of ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate (1.46 g, 5.0 mmol) and sodium hydroxide (0.40 g, 10.00 mmol) in methanol (100 mL) and water (25 mL) was stirred at ambient temperature overnight and then heated to reflux for 2 h. The mixture was concentrated and then neutralized with 5% hydrochloric acid solution to pH 5˜6. The precipitate obtained was collected by filtration and dried to give the title compound in 89% yield (1.17 g); 1H NMR (DMSO-d5, 300 MHz) δ 8.74 (d, J=6.0 Hz, 2H), 7.93 (d, J=6.0 Hz, 2H), 2.46 (s, 3H); MS (ES+) m/z 264.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541457B2
Source datasetuspto-grants-2013_09
ORD IDord-b00f813201694d0c85e3131770ab7d6b
Source noteuspto-grants-2013_09