Oxalyl chloride → 3,4-Dimethoxy-5-nitrobenzoyl chloride

HRID 1243624Notes

Reaction equation

HRID 1243624 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N+:14]([O-:16])=[O:15])[C:11]=1[O:12][CH3:13])[C:6](O)=[O:7].C(Cl)(=O)C([Cl:20])=O>ClCCl.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N+:14]([O-:16])=[O:15])[C:11]=1[O:12][CH3:13])[C:6]([Cl:20])=[O:7]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 219286243,4-Dimethoxy-5-nitrobenzoic acid

Product 1

HCID 219286153,4-Dimethoxy-5-nitrobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Compound (F) was prepared as described in the procedure of compound (C). The 3,4-dimethoxy-5-nitrobenzoyl chloride was prepared by the reaction of 3,4-dimethoxy-5-nitrobenzoic acid (585 mg, 2.57 mmol) with oxalyl chloride (0.36 mL, 4.1 mmol) in dichloromethane using N,N-dimethylformamide as a catalyst. The resulting mixture was stirred at room temperature for 1 h, the volatile liquids were removed and the resulting acid chloride was used without further purification.

Workup

  1. customthe volatile liquids were removed
  2. customthe resulting acid chloride was used without further purification

Sources & evidence

ORD record
ord-f402c1fdc68342818a6bd39eb912a383
Source dataset
uspto-grants-2006_10
Patent number
US07119112B2

Reaction notes

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