Methylamine → 2-Chloro-N-methyl-6-nitroaniline

HRID 422438

Reaction equation

HRID 422438 reaction equation
F[C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][NH2:13]>CCO.O>[Cl:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([N+:9]([O-:11])=[O:10])[C:2]=1[NH:13][CH3:12]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 750161-Chloro-2-fluoro-3-nitrobenzene

Product 1

HCID 126932352-Chloro-N-methyl-6-nitroanilineYield 90%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-Fluoro-3-chloronitrobenzene (3.0 g, 17 mmol) was dissolved in EtOH (6 mL) and Methylamine 40% in Water (6 mL) was added dropwise at 0° C. and mixture was warmed up to RT overnight Mixture went to a dark orange precipitate within 10 min The solid was isolated by filtration, rinsed with water (2*10 mL) and dried in a desiccators under vacuum to afford 3 g of 2-chloro-N-methyl-6-nitrobenzenamine (Yield: 90%) as an orange crystalline solid.

Workup

  1. customThe solid was isolated by filtration
  2. washrinsed with water (2*10 mL)
  3. customdried in a desiccators under vacuum

Sources & evidence

ORD record
ord-c8ae6c034b674cadaa5ff9a0b846ac5e
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Linked notes

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