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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978158Generated: October 25, 2026

Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → Methyl 2-(4-methoxy-6-trifluoromethoxy-2-pyrimidinylaminocarbonylaminosulfonyl)benzoate

https://huagongshe.com/reaction/1978158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 156281—
Reactant4-Methoxy-6-(trifluoromethoxy)pyrimidin-2-amineHCID 15022720—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-(4-methoxy-6-trifluoromethoxy-2-pyrimidinylaminocarbonylaminosulfonyl)benzoateHCID 1502272647.7%

Reaction Steps

4.8 g (0.02 mol) of 2-methoxycarbonylbenzenesulfonyl isocyanate in 10 ml of acetonitrile were added over the course of 15 minutes to a stirred mixture of 4.1 g (0.02 mol) of 2-amino-4-methoxy-6-trifluoromethoxypyrimidine and 100 ml of acetonitrile at 25° C., and the mixture was then stirred for 12 hours. The precipitate was removed (2.4 g of melting point 141-143° C.) and then the filtrate was concentrated under reduced pressure and stirred with ether/petroleum ether, and the solid was filtered off with suction and dried. A further 4.3 g of the title compound of melting point 141-143° C. were obtained. The total yield was 6.7 g (74.4% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235904B1
Source datasetuspto-grants-2001_05
ORD IDord-44e2c66b3cb1441ea8a7ee0033eb7373
Source noteuspto-grants-2001_05