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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36085Generated: October 27, 2026

Acetic Acid → 2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

https://huagongshe.com/reaction/36085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuric AcidHCID 1118—
Reactant4-cyano-2,2-dimethyl-6-nitro-2H-1-benzopyranHCID 15234748—
SolventWaterHCID 962—
Product2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxylic acidHCID 15234744—

Reaction Steps

MS: 230 (M+) ##STR41## A mixture of 13.0 g of 4-cyano-2,2-dimethyl-6-nitro-2H-1-benzopyran, 400 ml of acetic acid, 200 ml of water, and 100 ml of concentrated sulfuric acid was heated at reflux for 1.5 hours. After adding 100 ml of concentrated sulfuric acid, the refluxing was further continued for an additional period of 1 hour. The reaction mixture was poured into ice-water. The thus precipitated crystal was washed with water, dried, and recrystallized from a mixed solvent of acetonitrile and water to obtain 11.9 g of 2,2-dimethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid represented by formula shown below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05412117
Source datasetuspto-grants-1995_05
ORD IDord-0f41f1436ed74e37ae7a9f647bcfa83a
Source noteuspto-grants-1995_05