Methylamine → 1-(6-Chloro-3-pyridylmethyl)-1,3-dimethyl-2-nitroguanidine

HRID 1781593Notes

Reaction equation

HRID 1781593 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:17])[C:10](=[N:13][N+:14]([O-:16])=[O:15])SC)=[CH:4][CH:3]=1.[CH3:18][NH2:19]>C(#N)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:17])[C:10]([NH:19][CH3:18])=[N:13][N+:14]([O-:16])=[O:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 867449291-(6-Chloro-3-pyridylmethyl)-1,2-dimethyl-3-nitroisothiourea

Product 1

HCID 1363411811-(6-Chloro-3-pyridylmethyl)-1,3-dimethyl-2-nitroguanidineYield 72.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 0.82 g of 1-(6-chloro-3-pyridyl-methyl)-1,2-dimethyl-3-nitroisothiourea, 0.464 g of 40% methylamine aqueous solution and 10 ml of acetonitrile was stirred for 2 hours at 70° C., and concentrated. The residue was purified by a column chromatography developing solution: dichloromethane-methanol [10:1]) to afford 0.56 g of 1-(6-chloro-3-pyridylmethyl)-1,3-dimethyl-2-nitroguanidine (Compound No. 8).

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by a column chromatography

Sources & evidence

ORD record
ord-cfb1593aec87497ca8ab97928a86ad43
Source dataset
uspto-grants-1997_05
Patent number
US05633375

Reaction notes

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