Thionyl Chloride → 4-Cyano-2-ethoxybenzoyl chloride

HRID 1352658Notes

Reaction equation

HRID 1352658 reaction equation
[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][C:5]=1[C:6](O)=[O:7])[CH3:2].S(Cl)([Cl:17])=O>C(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][C:5]=1[C:6]([Cl:17])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 226750384-Cyano-2-ethoxybenzoic acid

Product 1

HCID 211007434-Cyano-2-ethoxybenzoyl chlorideYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Ethoxy-4-cyanobenzoic acid (10 g, 52.3 mmol), prepared as in Preparation 10, and thionyl chloride (50 ml,) were refluxed in CH2Cl2 (80 ml) for 5 h. Solvent was removed under vacuum to leave 10.9 g of an off white solid (52 mmol, yield 99%) that was used without further purification.

Workup

  1. customSolvent was removed under vacuum

Sources & evidence

ORD record
ord-157a517639664487bcb1527f2d671db2
Source dataset
uspto-grants-2007_05
Patent number
US07220769B2

Reaction notes

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