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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251924Generated: November 1, 2026

Triphosgene → 5-Chloro-3-methyl isatoic anhydride

https://huagongshe.com/reaction/251924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant2-Amino-5-chloro-3-methylbenzoic acidHCID 11644044—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-methyl isatoic anhydrideHCID 11550259187%

Reaction Steps

A mixture of 1.85 g of 2-amino-5-chloro-3-methylbenzoic acid, 0.90 g of triphosgene and 10 ml of tetrahydrofuran was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and a precipitated crystal was washed with water to obtain 1.20 g of 6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione of the formula:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07867949B2
Source datasetuspto-grants-2011_01
ORD IDord-c4d7b8948ef8417faf0b8416b813ec52
Source noteuspto-grants-2011_01