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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277385Generated: October 25, 2026

1,2-Benzisothiazol-5-amine, 3-chloro- → 3-(3-chloro-1,2-benzisothiazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/277385

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Benzisothiazol-5-amine, 3-chloro-HCID 198766—
Reactant2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
SolventAcetic AcidHCID 176—
Product3-(3-chloro-1,2-benzisothiazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 1590656024.1%

Reaction Conditions

Temperature97.5 °C

Reaction Steps

A mixture of 5-amino-3-chloro-1,2-benzisothiazole (1.10 g) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (1.38 g) in acetic acid (15.1 mL) is stirred at 90-105° C. for two hours, cooled to room temperature, and filtered to obtain 0.500 g of the title product as a solid. The resultant filtrate is diluted with water and filtered to obtain an additional 1.11 g of the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355796B1
Source datasetuspto-grants-2002_03
ORD IDord-311e4fe9f9dd42e1b52351c9ddc5fa07
Source noteuspto-grants-2002_03