Methylamine → HCID 11722781, compound

HRID 1607664Notes

Reaction equation

HRID 1607664 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[C:8](Cl)=[O:9].[CH3:22][NH2:23]>CCOCC.O>[CH3:22][NH:23][C:8](=[O:9])[C:7]1[CH:11]=[CH:12][C:13]([N+:14]([O-:16])=[O:15])=[C:5]([O:4][C:3]2[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:2]=2[F:1])[CH:6]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 10448313HCID 10448313, compound

Product 1

HCID 11722781HCID 11722781, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of 3-(2,4-difluorophenoxy)-4-nitrobenzoyl chloride (1.1 g) in dry ether (15 ml) was added dropwise to a stirred mixture of methylamine (40% in water; 2 ml) in water (8 ml) and ether (5 ml) at 5° to 8° C. The mixture was stirred for 30 minutes at 5° C. and for 30 minutes at room temperature. Precipitates in the mixture were filtered and washed with water and ether successively to give pale brown crystals of N-methyl-3-(2,4-difluorophenoxy)-4-nitrobenzamide (0.88 g).

Workup

  1. customPrecipitates in the mixture
  2. filtrationwere filtered
  3. washwashed with water and ether successively

Sources & evidence

ORD record
ord-349378d203cf47b9815e4b0135fbfaae
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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