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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685009Generated: November 4, 2026

Ethyl 2-aminothiazole-4-carboxylate → Ethyl 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylate

https://huagongshe.com/reaction/1685009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-aminothiazole-4-carboxylateHCID 73216—
ReactantDiisopropylethylamineHCID 81531—
ReactantIsocyanateHCID 105034—
Reactant1,2-Dichloro-4-(isocyanatomethyl)benzeneHCID 2733368—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductEthyl 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylateHCID 86622748—

Reaction Conditions

Temperature160 °C

Reaction Steps

The commercial starting material ethyl 2-aminothiazole-4-carboxylate (2 mmol) was dissolved in NMP and DIEA (1 equivalent) was added followed by addition of the 3,4-dichloro-benzyl isocyanate (1 equivalent). Add 5% DMAP. Heat at 160° C. under microwave irradiation for 30 min Added additional isocyanate reagent (1.0 eq) and microwave for another 30 minutes at 160° C. to obtain ethyl 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylate in >90% conversion.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148380B2
Source datasetuspto-grants-2012_04
ORD IDord-b8d44578a78149b5b2eac6302de7fe4c
Source noteuspto-grants-2012_04