Oxalyl chloride → HCID 18002703, compound

HRID 2187587Notes

Reaction equation

HRID 2187587 reaction equation
[F:1][CH:2]([F:21])[O:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[C:11]([C:14]([F:17])([F:16])[F:15])[CH:10]=[C:9]2[C:18](O)=[O:19].C(Cl)(=O)C([Cl:25])=O>ClCCl.CN(C)C=O>[F:1][CH:2]([F:21])[O:3][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[C:11]([C:14]([F:17])([F:16])[F:15])[CH:10]=[C:9]2[C:18]([Cl:25])=[O:19]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18476158HCID 18476158, compound

Product 1

HCID 18002703HCID 18002703, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 8-difluoromethoxy-2-trifluoromethylquinoline-4-carboxylic acid (0.50 g) in dichloromethane (30 ml) was stirred at room temperature under an atmosphere of nitrogen. Oxalyl chloride (0.28 ml) was added followed by N,N-dimethylformamide (1 drop) and stirring continued overnight. The solvent was removed in vacuo to give 8-difluoromethoxy-2-trifluoromethylquinoline-4-carbonyl chloride (650 mg) as an off white solid.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-fc3cc145090944059247ea6e5ff9a931
Source dataset
uspto-grants-2002_06
Patent number
US06410559B1

Reaction notes

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