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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3108Generated: October 26, 2026

Sulfuric Acid → 4,6-dimethyl-1H-indole-2,3-dione

https://huagongshe.com/reaction/3108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantN-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamideHCID 53405864—
SolventWaterHCID 962—
Product4,6-dimethyl-1H-indole-2,3-dioneHCID 238616172.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred warm (60°-70° C.) solution of concentrated H2SO4 (60 mL) and water (6 mL) was added in small portions N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide (15.0 g, 78 mM) so that the temperature of the reaction mixture did not exceed 70° C. After the addition was completed, the reaction mixture was heated at 80° C. for 10 min and then cooled and poured onto ice. The resulting mixture was filtered and the collected solids were washed with water and dried to provide the title compound (9.93 g, 72.6%); MS(CI): 176.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733910
Source datasetuspto-grants-1998_03
ORD IDord-d8484403e58847a9996f4809780dd83c
Source noteuspto-grants-1998_03