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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3109Generated: October 25, 2026

Water → 5,7-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dione

https://huagongshe.com/reaction/3109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,6-dimethyl-1H-indole-2,3-dioneHCID 2386161—
Catalystchromium (VI) trioxideHCID 10219390—
SolventAcetic AcidHCID 176—
Product5,7-Dimethyl-2H-3,1-benzoxazine-2,4(1H)-dioneHCID 1892985431%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred warm (60° C.) solution of 4,6-dimethyl-1H-indole-2,3-dione (2.0 g, 11.4 mM) in acetic acid (20 mL) was added in small portions chromium trioxide (6.6 g, 66 mM) while maintaining the temperature of the reaction mixture at 65°-70° C. The reaction mixture was then heated at 80° C. for one hour, cooled, poured into water (150 mL) and filtered to obtain the the title compound (0.67 g, 31%) as a light yellow solid; MS(CI): 192 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733910
Source datasetuspto-grants-1998_03
ORD IDord-ed246c15161e44ccb5ed8c113f70f2e4
Source noteuspto-grants-1998_03