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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449557Generated: October 27, 2026

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

https://huagongshe.com/reaction/1449557

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 numberUS05599814
Source datasetuspto-grants-1997_02
ORD IDord-586cbfb144f24543a97549fa31cdc6fd
Source noteuspto-grants-1997_02