1-Cyano-2,3-dimethylisothiourea → HCID 178484998, compound

HRID 2419113Notes

Reaction equation

HRID 2419113 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH3:11].[C:12]([NH:14][C:15](=[N:18][CH3:19])SC)#[N:13]>C(#N)C>[C:12]([NH:14][C:15]([NH:18][CH3:19])=[N:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH3:11])#[N:13]

Participants

4

Reactant 2

HCID 1111031-Cyano-2,3-dimethylisothioureaHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazole

Product 1

HCID 178484998HCID 178484998, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 17.0 g of 4-(2-aminoethyl)thiomethyl-5-methylimidazole and 11.2 g of N-cyano-N',S-dimethylisothiourea in 500 ml of acetonitrile was refluxed for 24 hours. The mixture was concentrated and the residue was chromatographed on a column of silica gel with acetonitrile as eluant. The product obtained was recrystallized from acetonitrile-ether to give N-cyano-N'-methyl-N"-[2-(5-methyl-4-imidazolylmethylthio)ethyl]guanidine, m.p. 141°-142°.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was chromatographed on a column of silica gel with acetonitrile as eluant
  3. customThe product obtained
  4. customwas recrystallized from acetonitrile-ether

Sources & evidence

ORD record
ord-08203fd058954c849eff4ecc3d9f0215
Source dataset
uspto-grants-1978_08
Patent number
US04104472

Reaction notes

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