Methylamine → 1-(6-Chloro-3-pyridylmethyl)-3-methyl2-nitroguanidine

HRID 1276669Notes

Reaction equation

HRID 1276669 reaction equation
CO[C:3](=[N:13][N+:14]([O-:16])=[O:15])[NH:4][CH2:5][C:6]1[CH:7]=[N:8][C:9]([Cl:12])=[CH:10][CH:11]=1.[CH3:17][NH2:18]>O>[Cl:12][C:9]1[N:8]=[CH:7][C:6]([CH2:5][NH:4][C:3]([NH:18][CH3:17])=[N:13][N+:14]([O-:16])=[O:15])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 136404633O-methyl-N-(6-chloro-3-pyridylmethyl)-N'-nitroisourea

Product 1

HCID 1362181961-(6-Chloro-3-pyridylmethyl)-3-methyl2-nitroguanidineYield 89.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of O-methyl-N-(6-chloro-3-pyridylmethyl)-N'-nitroisourea (970 mg, 3.96 mmol) and water (30 ml) was added 40% aqueous solution of methylamine (0.7 ml, 7.92 mmol, 2.0 equivalents) at room temperature with stirring. After 1.5 hours of stirring at room temperature, the resulting crystals were collected. The crystals were washed with water and methanol, and dried. As a result, 860 mg (89.1% yield) of 1-(6-chloro-3-pyridylmethyl)-3-methyl-2-nitroguanidine.

Workup

  1. stirringAfter 1.5 hours of stirring at room temperature
  2. customthe resulting crystals were collected
  3. washThe crystals were washed with water and methanol
  4. customdried

Sources & evidence

ORD record
ord-00474fc911b24006a96479bdcc0f8fa7
Source dataset
uspto-grants-2000_12
Patent number
US06166215

Reaction notes

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