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

HRID 257425Notes

Reaction equation

HRID 257425 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7](Cl)=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:11][NH2:12]>C(O)C>[N+:1]([C:4]1[CH:5]=[N:6][C:7]([NH:12][CH3:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 783082-Chloro-5-nitropyridine

Product 1

HCID 265883N-methyl-5-nitropyridin-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Nitro-6-chloropyridine (5 g, 31.5 mmol) was added to 10 ml of a 30% solution of methylamine in ethanol, followed by reaction at room temperature for 5 minutes. Then, recrystallization from chloroform-hexane gave 4.92 g of the intended product as yellow crude crystals.

Workup

  1. customfollowed by reaction at room temperature for 5 minutes
  2. customThen, recrystallization from chloroform-hexane

Sources & evidence

ORD record
ord-44b7ea052e4c4c96a317178936f110bd
Source dataset
uspto-grants-1993_11
Patent number
US05262415

Reaction notes

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