Methylamine → HCID 54298466, compound

HRID 2419075Notes

Reaction equation

HRID 2419075 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[C:17]([OH:18])=[CH:16][CH:15]=[CH:14][N:13]=1)SC)#[N:2].[CH3:19][NH2:20]>C(O)C>[C:1]([NH:3][C:4]([NH:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[C:17]([OH:18])=[CH:16][CH:15]=[CH:14][N:13]=1)=[N:20][CH3:19])#[N:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20316728HCID 20316728, compound

Product 1

HCID 54298466HCID 54298466, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-cyano-N'-[2-((3-hydroxy-2-pyridyl)-methylthio)ethyl]-S-methylisothiourea (4.8 g) and excess methylamine in ethanol was allowed to stand at room temperature for 2.5 hours. Following concentration under reduced pressure, the residue was chromatographed on a column of silica gel with ethyl acetate containing 15% isopropyl alcohol as eluant and recrystallisation from isopropyl alcohol-petroleum ether gave N-cyano-N'-[2-((3-hydroxy-2-pyridyl)methylthio)ethyl]-N"-methylguanidine (2.4 g), m.p. 146°-148°.

Workup

  1. concentrationconcentration under reduced pressure
  2. customthe residue was chromatographed on a column of silica gel with ethyl acetate containing 15% isopropyl alcohol as eluant
  3. customrecrystallisation from isopropyl alcohol-petroleum ether

Sources & evidence

ORD record
ord-b6ac4dfdc0c14270a3d499040e0528ac
Source dataset
uspto-grants-1978_08
Patent number
US04104382

Reaction notes

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