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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234986Generated: October 25, 2026

Nitric Acid → 4-Cyano-4'-(4-methoxycarbonylbutyrylamino)biphenyl

https://huagongshe.com/reaction/234986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
Reactant(1,1'-Biphenyl)-4-carbonitrileHCID 18021—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-4'-cyanobiphenylHCID 97193—
ReactantGlutaric acid monomethylester chlorideHCID 53445129—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Solvent4-Cyano-4'-nitrodiphenylHCID 5200108—
Product4-Cyano-4'-(4-methoxycarbonylbutyrylamino)biphenylHCID 53829310—

Reaction Steps

6.6 g of 4-amino-4'-cyano-biphenyl (melting point: 171°-173° C., prepared by reduction of 4-cyano-4'-nitrobiphenyl with hydrogen in the presence of palladium/charcoal in ethyl acetate, 4-cyano-4'-nitrobiphenyl is prepared by reacting 4-cyano-biphenyl with fuming nitric acid) and 5.8 g of N-ethyldiisopropylamine are dissolved in 70 ml of methylene chloride and 5.6 g of glutaric acid monomethylester chloride are added with stirring. The mixture is stirred for two hours at ambient temperature. The organic phase is washed successively with 0.1N sodium hydroxide solution, 0.1N hydrochloric acid and water. After evaporation of the organic phase the residue is recrystallized from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05597825
Source datasetuspto-grants-1997_01
ORD IDord-a7b31e64df53420e915866dc55de0803
Source noteuspto-grants-1997_01