Dimethylformamide → HCID 21642643, compound

HRID 1198209Notes

Reaction equation

HRID 1198209 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]([F:26])([F:25])[C:9]1[CH:17]=[C:16]([NH:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[CH:15]=[CH:14]C=1C(O)=O.CN(C=O)C>CCOCC>[F:7][C:8]([F:25])([F:26])[C:9]1[CH:17]=[C:16]([NH:18][C:19](=[O:24])[C:20]([CH3:21])([CH3:23])[CH3:22])[CH:15]=[CH:14][C:1]=1[C:2]([Cl:4])=[O:3]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chloride2×HCID 21642634HCID 21642634, compound

Product 1

HCID 21642643HCID 21642643, compoundYield 115.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Oxalyl chloride (0.64 g) in dry ether (7 ml) was added dropwise with stirring to 2-trifluoromethyl-4-(2',2'-dimethylpropionamido)-benzoic acid (0.926 g) in dry ether (40 ml) at room temperature. A drop of DMF was added during the addition. After two hours further oxalyl chloride (0.257 g) was added and the reaction stirred for a further two hours. The organic solution was then decanted from a precipitate, and evaporated to yield 2-trifluoromethyl-4-(2',2'-dimethylpropionamido)-benzoyl chloride as a liquid (1.136 g), which was used without purification.

Workup

  1. customThe organic solution was then decanted from a precipitate
  2. customevaporated

Sources & evidence

ORD record
ord-6d8712a1eecc4f28b82963697af535fb
Source dataset
uspto-grants-1994_01
Patent number
US05280044

Reaction notes

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