Thionyl Chloride → HCID 53411291, compound

HRID 1065817Notes

Reaction equation

HRID 1065817 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]([OH:14])=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].S(Cl)([Cl:17])=O>C1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]([Cl:17])=[O:14])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 683902-Propenoic acid, 3-(3-nitrophenyl)-

Product 1

HCID 53411291HCID 53411291, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 50 g. of 3-(3-nitrophenyl)propenoic acid, 24.54 ml. of thionyl chloride and 300 ml. of benzene were heated under reflux for 2.5 hours. The cooled solution was filtered and then it was evaporated in vacuo. The residue was recrystallized from carbon tetrachloride, to give 49.9 g. (91% yield) of the title compound, m.p. 81°-83.5° C.

Workup

  1. additionA mixture of 50 g
  2. temperatureunder reflux for 2.5 hours
  3. filtrationThe cooled solution was filtered
  4. customit was evaporated in vacuo
  5. customThe residue was recrystallized from carbon tetrachloride
  6. customto give 49.9 g

Sources & evidence

ORD record
ord-8e92191ca797443bb39a6aafcb457b20
Source dataset
uspto-grants-1982_05
Patent number
US04331683

Reaction notes

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