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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560545Generated: October 26, 2026

1,1'-Carbonyldiimidazole → N-benzyl-2-(3-(2,2-dimethoxyethyl)-3-(4-fluorobenzyl)ureido)-4-methylthiazole-5-carboxamide

https://huagongshe.com/reaction/560545

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 210824—
ReactantN-(2,2-dimethoxyethyl)-N-(4-fluorobenzyl)amineHCID 11615438—
SolventTetrahydrofuranHCID 8028—
ProductN-benzyl-2-(3-(2,2-dimethoxyethyl)-3-(4-fluorobenzyl)ureido)-4-methylthiazole-5-carboxamideHCID 8664528677%

Reaction Steps

To a solution of 2-amino-N-benzyl-4-methylthiazole-5-carboxamide (0.31 g, 1.25 mmol) in tetrahydrofuran (20 mL) was added 1,1′-carbonyldiimidazole (0.24 g, 1.50 mmol) at ambient temperature. The resulting reaction mixture was stirred at ambient temperature for 6 hours, and N-(4-fluorobenzyl)-2,2-dimethoxyethanamine (0.35 g, 1.65 mmol) was added. The reaction mixture was stirred at ambient temperature for 17 hour. The solvent was removed in vacuo, and the residue was purified by column chromatography to afford the title compound in 77% yield (0.47 g): MS (ES+) m/z 487.4 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063084B2
Source datasetuspto-grants-2011_11
ORD IDord-9917ef5999cc467ea285df60485063d1
Source noteuspto-grants-2011_11