Methylamine → N-methyl-5-nitropyridin-2-amine

HRID 1591713Notes

Reaction equation

HRID 1591713 reaction equation
[CH3:1][NH2:2].Cl[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][N:5]=1>ClCCl>[CH3:1][NH:2][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 265883N-methyl-5-nitropyridin-2-amineYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methylamine gas was bubbled through a stirred solution of 2-chloro-5-nitropyridine (4 g, 25.2 mmol) in dichloromethane (60 mL), at room temperature, until saturation had occurred. The resulting yellow precipitate was then filtered off, washed with dichloromethane and dried under vacuum to afford the title compound as a yellow solid in 80% yield, 3.07 g.

Workup

  1. filtrationThe resulting yellow precipitate was then filtered off
  2. washwashed with dichloromethane
  3. customdried under vacuum

Sources & evidence

ORD record
ord-58b20939c9da440f871ea7536a15c80a
Source dataset
uspto-grants-2007_11
Patent number
US07291640B2

Reaction notes

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