Methylamine → n-Methyl-3-nitropyridin-4-amine

HRID 490964Notes

Reaction equation

HRID 490964 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][NH2:12]>C(O)C>[CH3:11][NH:12][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 556016n-Methyl-3-nitropyridin-4-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

29.9 g of (9) were solubilised in 200 ml of hot ethanol; to the solution, brought to 0° C., were added slowly, dropwise, 103 ml of 35% aqueous methylamine. This was left stirring for 30 minutes and then the ethanol evaporated. The residue was crystallised in water giving 24 g of (10) in the form of clear yellow crystals.

Workup

  1. custombrought to 0° C.
  2. additionwere added slowly
  3. waitThis was left
  4. customthe ethanol evaporated
  5. customThe residue was crystallised in water giving 24 g of (10) in the form of clear yellow crystals

Sources & evidence

ORD record
ord-5376f6bb35d24b57a988330dc1d441ee
Source dataset
uspto-grants-2009_05
Patent number
US07528252B2

Reaction notes

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