Oxalyl chloride → 2-Chloro-5-methylthiobenzoyl chloride

HRID 2216786Notes

Reaction equation

HRID 2216786 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4](O)=[S:5].C(Cl)(=O)C([Cl:15])=O>CN(C)C=O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:3]=1[C:4]([Cl:15])=[S:5]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 178425394HCID 178425394, compound

Product 1

HCID 219425232-Chloro-5-methylthiobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Chloro-5-methylthiobenzoic acid (182 mg, 1 mmol) was treated with a solution of oxalyl chloride (1.5 mL of 2 M in dichloromethane, 3 mmol) and a catalytic amount of N,N-dimethylformamide. The reaction was stirred at ambient temperature for 2 hours. The excess oxalyl chloride was removed in vacuo to afford 2-chloro-5-methylthiobenzoyl chloride.

Workup

  1. customThe excess oxalyl chloride was removed in vacuo

Sources & evidence

ORD record
ord-0f8f83d182354a9597aeede5115c17db
Source dataset
uspto-grants-2006_09
Patent number
US07112595B2

Reaction notes

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