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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277389Generated: October 31, 2026

2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → {{5-[3,6-Dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}oxy}acetonitrile

https://huagongshe.com/reaction/277389

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 3723862—
Reactant[(5-Amino-1,2-benzisothiazol-3-yl)oxy]acetonitrileHCID 18314508—
SolventAcetic AcidHCID 176—
Product{{5-[3,6-Dihydro-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazol-3-yl}oxy}acetonitrileHCID 1547761434%

Reaction Steps

A mixture of [(5-amino-1,2-benzisothiazol-3-yl)oxy]-acetonitrile (4.30 g, 21.0 mmol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (4.37 g, 21.0 mmol) in acetic acid is refluxed for three hours, stirred overnight at room temperature, and poured into an ice-water mixture. The resultant aqueous mixture is filtered to obtain a solid. The solid is washed with water and dried overnight in a vacuum oven at 55° C. to give the title product as a brown solid (2.63 g, mp 254-258° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355796B1
Source datasetuspto-grants-2002_03
ORD IDord-8a18e959c4184e0e95e78be06530fc6f
Source noteuspto-grants-2002_03