Oxalyl chloride → 2-Chloro-5-methylthiobenzoyl chloride
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
Product 1
Reagents, catalysts & solvents 1
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
- 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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