4-(((2-Aminoethyl)thio)methyl)-5-methylimidazole → HCID 178485068, compound

HRID 1702476Notes

Reaction equation

HRID 1702476 reaction equation
[C:1]([NH:3][C:4](S(C)=O)=[N:5][CH3:6])#[N:2].[CH3:10][C:11]1[NH:15][CH:14]=[N:13][C:12]=1[CH2:16][S:17][CH2:18][CH2:19][NH2:20]>CC#N>[C:1]([N:3]=[C:4]([NH:20][CH2:19][CH2:18][S:17][CH2:16][C:12]1[N:13]=[CH:14][NH:15][C:11]=1[CH3:10])[NH:5][CH3:6])#[N:2]

Participants

4

Reactant 2

HCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 12918611N-cyano-N'-methyl-methylsulfinylformamidine

Product 1

HCID 178485068HCID 178485068, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of N-cyano-N'-methyl-methylsulfinylformamidine (493 mg) and 2-(5-methylimidazol-4-ylmethylthio)ethylamine (684 mg) in CH3CN (20 ml) was stirred for 4 hrs. at room temperature. After concentration under a reduced pressure, the residue was subjected to chromatography on SiO2 [eluant: CH3CN-CH3OH (4:1)]. The product obtained was recrystallized from CH3CN to give N"-cyano-N-methyl-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]guanidine (684 mg). Yield 79.7%, m.p. 136°-138° C.

Workup

  1. customat room temperature
  2. concentrationAfter concentration under a reduced pressure
  3. customThe product obtained
  4. customwas recrystallized from CH3CN

Sources & evidence

ORD record
ord-09bcb5e5932c49c6b3c644ad3fd9fb80
Source dataset
uspto-grants-1983_04
Patent number
US04381395

Reaction notes

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