Thionyl Chloride → 3-Phenyl-3-(4-nitrophenyl)propenoyl chloride

HRID 66617

Reaction equation

HRID 66617 reaction equation
[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[CH:8][C:9](O)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:23])=O>C1C=CC=CC=1>[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)=[CH:8][C:9]([Cl:23])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 534276003-(4-Nitrophenyl)-3-phenylprop-2-enoic acid

Product 1

HCID 545299323-Phenyl-3-(4-nitrophenyl)propenoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 22 g. of 3-phenyl-3-(4-nitrophenyl)propenoic acid, 11.7 g. of thionyl chloride and 150 ml. of benzene was heated under reflux for 1 hour. The solvent was removed by evaporation in vacuo, and the residual solid was recrystallized from carbon tetrachloride. This afforded 20 g. of the title compound, m.p. 117°-120° C.

Workup

  1. additionA mixture of 22 g
  2. temperatureunder reflux for 1 hour
  3. customThe solvent was removed by evaporation in vacuo
  4. customthe residual solid was recrystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-c9dc609ad93844f48364bf8bb6e0a502
Source dataset
uspto-grants-1982_08
Patent number
US04342781

Linked notes

Loading…