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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637399Generated: November 1, 2026

Sulfuric Acid → Coumarin

https://huagongshe.com/reaction/1637399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantO-PhenylenediamineHCID 7243—
ReactantEthyl cyanoacetateHCID 7764—
ReactantHCID 19349303HCID 19349303—
ProductCoumarinHCID 323—

Reaction Conditions

Temperature92.5 °C

Reaction Steps

100 parts of 50% sulfuric acid were charged to a reactor vessel to which 10.8 parts of o-phenylenediamine and 11.4 parts of ethylcyanoacetate were then subsequently added. This mixture was heated to a reflux until all of the o-phenylenediamine disappeared from the system. To this mixture was then added 25.4 parts of the p-formyl-N,N-dipropoxy-m-aminophenol produced in parts B above and the resultant composition was maintained at a temperature of about 90-95° C. for 1 hour. Hydrolysis with aqueous NAOH resulted in a bright yellow coumarin colorant represented by Formula (VII): ##STR8##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06040482
Source datasetuspto-grants-2000_03
ORD IDord-18b31179da4d46ccb5378fcc016b8b15
Source noteuspto-grants-2000_03