Pyridine → 3,4-Difluoro-N-methoxy-N-methylbenzamide

HRID 399082Notes

Reaction equation

HRID 399082 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5](Cl)=[O:6].Cl.[CH3:13][NH:14][O:15][CH3:16].N1C=CC=CC=1>C(Cl)(Cl)Cl.CCOC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[F:11])[C:5]([N:14]([O:15][CH3:16])[CH3:13])=[O:6]

Participants

6

Reactant 3

HCID 1049PyridineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27245193,4-Difluorobenzoyl chloride

Product 1

HCID 189697343,4-Difluoro-N-methoxy-N-methylbenzamide

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3,4-difluorobenzoyl chloride (5.25 g) in chloroform (30 mL) at 0° C. was added N,O-dimethylhydroxylamine hydrochloride (3.2 g) followed by pyridine (5.8 mL) dropwise. The mixture was stirred at r.t. for 2 hr, diluted with EtOAc, washed with HCl 1N, with H2O, saturated NaCHO3 sol., brine, dried (MgSO4) and the solvents evaporated to give the title product.

Workup

  1. washwashed with HCl 1N, with H2O, saturated NaCHO3 sol., brine
  2. dry with materialdried (MgSO4)
  3. customthe solvents evaporated

Sources & evidence

ORD record
ord-c1c8026e7ad14ab5a1e4fb737191ebef
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

Loading…