Dimethylformamide → 5-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiophene-2-carbonyl chloride

HRID 1699760Notes

Reaction equation

HRID 1699760 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[S:11][C:10]([C:12](O)=[O:13])=[CH:9][CH:8]=2)=[CH:5][C:4]([C:15]([F:18])([F:17])[F:16])=[N:3]1.C(Cl)(=O)C([Cl:22])=O.CN(C=O)C>ClCCCl>[CH3:1][N:2]1[C:6]([C:7]2[S:11][C:10]([C:12]([Cl:22])=[O:13])=[CH:9][CH:8]=2)=[CH:5][C:4]([C:15]([F:18])([F:17])[F:16])=[N:3]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27756685-(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)-2-thiophenecarboxylic acid

Product 1

HCID 120202255-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiophene-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 5-(1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)thiophene-2-carboxylic acid, oxalyl chloride, DMF and DCE was stirred at room temperature for 90 minutes and then treated in the usual way to give 5-(1-methyl-3trifluoromethyl-1H-pyrazol-5-yl)thiophene-2-carbonyl chloride as a brown solid.

Workup

  1. additiontreated in the usual way

Sources & evidence

ORD record
ord-60295bd707bd44b7b71fc56ca8b93179
Source dataset
uspto-grants-2002_02
Patent number
US06348480B1

Reaction notes

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