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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983224Generated: October 25, 2026

2-Aminothiazole → 2-[([[(2-Phenoxyanilino)sulfonyl]amino]carbonyl)amino]thiazole

https://huagongshe.com/reaction/1983224

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminothiazoleHCID 2155—
ReactantChlorosulfonyl isocyanateHCID 70918—
ReactantBenzenamine, 2-phenoxy-HCID 75899—
ReactantDiisopropylethylamineHCID 81531—
SolventTetrahydrofuranHCID 8028—
Product2-[([[(2-Phenoxyanilino)sulfonyl]amino]carbonyl)amino]thiazoleHCID 5973284566.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of chlorosulfonyl isocyanate (0.22 ml, 2.5 mmol) in tetrahydrofuran (25 ml) were added 2-phenoxyaniline (0.37 g, 2.0 mmol) and DIEA (0.89 ml, 5.0 mmol) at −78° C. The solution was stirred and slowly allowed to warmed up to 0° C. To this reaction mixture, was added 2-amino thiazole (0.20 g, 2.0 mmol) and continued stirring at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the crude product was purified by column chromatography (ethylacetate:hexanes, from 50:50 to 90:10 as eluent system) to afford the title compound (0.52 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541373B2
Source datasetuspto-grants-2009_06
ORD IDord-58d13ae6afc045dd96a6279e43e08fec
Source noteuspto-grants-2009_06