3-Cyanobenzoic acid → 3-Cyanobenzoyl chloride

HRID 1721914Notes

Reaction equation

HRID 1721914 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7])#[N:2].S(Cl)([Cl:14])=O>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([Cl:14])=[O:7])#[N:2]

Participants

4

Reactant 2

HCID 158753-Cyanobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 3084833-Cyanobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 50 g. of 3-cyanobenzoic acid and 100 ml. of thionyl chloride were stirred overnight in 500 ml. of methylene chloride. The solvent and excess thionyl chloride were removed in vacuo providing 55.3 g. of crude subtitle intermediate which was used without further purification.

Workup

  1. additionA mixture of 50 g
  2. customThe solvent and excess thionyl chloride were removed in vacuo
  3. customproviding 55.3 g
  4. customof crude subtitle intermediate which was used without further purification

Sources & evidence

ORD record
ord-8a42c39f526347dca658a20abd808431
Source dataset
uspto-grants-1989_08
Patent number
US04853398

Reaction notes

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