Oxalyl chloride → HCID 15052637, compound

HRID 620880Notes

Reaction equation

HRID 620880 reaction equation
[Cl:1][C:2]1[C:3]([F:16])=[C:4]([C:8]([N+:13]([O-:15])=[O:14])=[C:9]([F:12])[C:10]=1[F:11])[C:5](O)=[O:6].C(Cl)(=O)C([Cl:20])=O>ClCCl.CN(C)C=O>[Cl:1][C:2]1[C:3]([F:16])=[C:4]([C:8]([N+:13]([O-:15])=[O:14])=[C:9]([F:12])[C:10]=1[F:11])[C:5]([Cl:20])=[O:6]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 14896543HCID 14896543, compound

Product 1

HCID 15052637HCID 15052637, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 25.6 g (100 mmol) of 3-chloro-2,4,5-trifluoro-6-nitrobenzoic acid in 75 ml of dichloromethane was added 14.0 g (110 mmol) of oxalyl chloride. This mixture was treated with four drops of dry N,N-dimethylformamide, and the rapidly bubbling solution was stirred overnight at room temperature. The mixture was concentrated to give 27.0 g of the title compound which was used without purification in the next step.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-4bffb17496de41aea6cbbea7d18662da
Source dataset
uspto-grants-1989_04
Patent number
US04822801

Reaction notes

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