Oxalyl chloride → Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-

HRID 1294858Notes

Reaction equation

HRID 1294858 reaction equation
[F:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].Cl.[CH3:16][NH:17][O:18][CH3:19].C(Cl)(=O)C(Cl)=O>N1C=CC=CC=1>[F:1][C:2]1[C:10]([C:11]([F:14])([F:13])[F:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:17]([O:18][CH3:19])[CH3:16])=[O:5]

Participants

5

Reactant 3

HCID 65578Oxalyl chlorideHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 5180022-Fluoro-3-(trifluoromethyl)benzoic acid

Product 1

HCID 11196047Benzamide, 2-fluoro-N-methoxy-N-methyl-3-(trifluoromethyl)-Yield 99.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared according to Method A step A from 2-fluoro-3-trifluoromethylbenzoic acid (5.0 g, 24 mmol), N,O-dimethylhydroxylamine hydrochloride (3.4 g, 35 mmol), oxalyl chloride (2.18 mL, 25 mmol) and 6 mL of pyridine to give the title compound (6.0 g) as an oil. Used as is in the next prep

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-46e15f3064444a6f8e187fc7d7821cff
Source dataset
uspto-grants-2007_07
Patent number
US07241791B2

Reaction notes

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