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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45354Generated: October 25, 2026

N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acid → 2-(5-Chloro-2-fluorobenzoylamino)-4-methylthiazole-5-carboxylic Acid Benzylamide

https://huagongshe.com/reaction/45354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 210824—
Reactant5-Chloro-2-fluorobenzoyl chlorideHCID 2773604—
Product2-(5-Chloro-2-fluorobenzoylamino)-4-methylthiazole-5-carboxylic Acid BenzylamideHCID 5936964022%

Reaction Steps

Following the procedure as described in Example 2, making variations only as required to use 5-chloro-2-fluorobenzoyl chloride in place of benzoyl chloride to react with 2-amino-4-methylthiazole-5-carboxylic acid benzylamide, the title compound was obtained as a white solid in 22% yield. m.p. 175-178° C.; 1H NMR (CDCl3, 300 MHz) δ 8.12 (dd, J=2.8, 6.6 Hz, 1H), 7.53 (ddd, J=2.8, 4.4, 8.8 Hz, 1H), 7.38-7.24 (m, 6H), 7.17 (dd, J=8.8, 11.3 Hz, 1H), 6.01 (t, J=4.7 Hz, 1H), 4.59 (d, J=5.6 Hz, 2H), 2.61 (s, 3H); MS (ES+) m/z 404.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541457B2
Source datasetuspto-grants-2013_09
ORD IDord-6d39dc4103ab40e8a33f5d3cf6748415
Source noteuspto-grants-2013_09