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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542815Generated: October 31, 2026

Dimethylformamide → 2H-3,1-Benzoxazine-2,4(1H)-dione, 1,6-dimethyl-

https://huagongshe.com/reaction/542815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Methylisatoic anhydrideHCID 294478—
SolventWaterHCID 962—
Product2H-3,1-Benzoxazine-2,4(1H)-dione, 1,6-dimethyl-HCID 12369457—

Reaction Steps

A mixture of 6-methyl-1H-3,1-benzoxazine-2,4-dione (2 g), anhydrous potassium carbonate (0.64 g), dimethylformamide (10 ml) and methyl iodide (0.9 ml) was stirred at room temperature for 24 hours. More methyl iodide (0.9 ml) was added and stirring continued for a further 18 hours. More potassium carbonate (1 g) and methyl iodide (0.8 ml) were added and stirring continued for a further 23 hours. The mixture was poured on to a mixture of ice and water. The resulting precipitate was washed with water and dried to give the novel compound 1,6-dimethyl-1H-3,1-benzoxazine-2,4-dione, m.p. 165°-170°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659718
Source datasetuspto-grants-1987_04
ORD IDord-0d964eca54c94f50bbde4459bd9b3066
Source noteuspto-grants-1987_04