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

HRID 254256Notes

Reaction equation

HRID 254256 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-54ea1faa8e804387b6c55cbb2b3de74e
Source dataset
uspto-grants-2011_01
Patent number
US07875615B2

Reaction notes

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