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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442300Generated: October 30, 2026

Benzene → Methyl 3-{2-[4-(chlorosulfonyl)phenyl]hydrazinylidene}-6-oxocyclohexa-1,4-diene-1-carboxylate

https://huagongshe.com/reaction/442300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantPotassium 4-(4-hydroxy-3-carbomethoxy-phenylazo)-benzenesulphonateHCID 135850739—
SolventWaterHCID 962—
ProductMethyl 3-{2-[4-(chlorosulfonyl)phenyl]hydrazinylidene}-6-oxocyclohexa-1,4-diene-1-carboxylateHCID 135850738—

Reaction Steps

17.6 g of potassium 4-(4-hydroxy-3-carbomethoxy-phenylazo)-benzenesulphonate, 30 ml of benzene, 2 ml of dimethylformamid and 6 ml of thionyl chloride are heated to the boiling point under reflux for 30 min. The mixture is cooled, and cold water and 100 ml of petroleum ether are added with rapid stirring. The product is filtered off and washed with water and dried, whereupon 15.4 g of the title compound are obtained. The melting point is 137° - 138° C. after recrystallization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04045429
Source datasetuspto-grants-1977_08
ORD IDord-b0e8d6b074ad419f98083010f4a5ee65
Source noteuspto-grants-1977_08