Methylamine → N-Methyl-3-nitro-2-pyridinamine

HRID 1601873Notes

Reaction equation

HRID 1601873 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH3:17][NH2:18]>C1(C)C=CC=CC=1>[CH3:17][NH:18][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 10340Sodium CarbonateHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 556349N-Methyl-3-nitro-2-pyridinamine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A procedure similar to that described in Preparation 66 was repeated, except that 24.9 g of 2-chloro-3-nitropyridine, 41.7 g of sodium carbonate, 22.7 ml of a 30% ethanolic solution of methylamine were reacted in 250 ml of toluene. After working up the product as described in Preparation 66, the resulting crude product was crystallized by trituration with isopropanol, to give 24.0 g of the title compound, melting at 52-53° C.

Workup

  1. customA procedure similar to that described in Preparation 66
  2. customas described in Preparation 66
  3. customthe resulting crude product was crystallized by trituration with isopropanol

Sources & evidence

ORD record
ord-529ffaf543664d78b18f8ba97487cf10
Source dataset
uspto-grants-1999_11
Patent number
US05977365

Reaction notes

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