1-Cyano-2,3-dimethylisothiourea → HCID 13043053, compound

HRID 1758546Notes

Reaction equation

HRID 1758546 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[C:12]([NH:14]C(=NC)SC)#[N:13]>C(#N)C>[CH3:1][C:2]1[NH:3][CH:4]=[N:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][N:11]=[C:12]([NH2:14])[NH2:13]

Participants

4

Reactant 2

HCID 1111031-Cyano-2,3-dimethylisothioureaHCID 178433288HCID 178433288, compound

Product 1

HCID 13043053HCID 13043053, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole (17.0 g.) and N-cyano-N',S-dimethylisothiourea (11.2 g.) in acetonitrile (500 ml.) was heated under reflux for 24 hours. Following concentration, the residue was chromatographed on a column of silica gel with acetonitrile as eluant and the product obtained was finally recrystallized from acetonitrileether to yield N-cyano-N'-methyl-N"-[2-((5-methyl-4-imidazolyl)methylthioethyl]guanidine, m.p. 141°-142°.

Workup

  1. temperatureunder reflux for 24 hours
  2. concentrationconcentration
  3. customthe residue was chromatographed on a column of silica gel with acetonitrile as eluant
  4. customthe product obtained
  5. customwas finally recrystallized from acetonitrileether

Sources & evidence

ORD record
ord-594f8e07e449482fb640ecf6d4ecc359
Source dataset
uspto-grants-1983_02
Patent number
US04374252

Reaction notes

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