Ethanol → HCID 178485012, compound

HRID 65945Notes

Reaction equation

HRID 65945 reaction equation
CS(=[N:7][S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9])C(=S)OC.C[C:18]1[N:19]=[CH:20][NH:21][C:22]=1[CH2:23][S:24][CH2:25][CH2:26][NH2:27].[CH3:28][NH2:29].[CH2:30](O)[CH3:31]>>[C:11]1([S:8]([NH:7][C:20]([NH:19][CH3:18])=[N:21][CH2:22][CH2:23][S:24][CH2:25][C:26]2[NH:27][CH:28]=[N:29][C:30]=2[CH3:31])(=[O:9])=[O:10])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 6329MethylamineHCID 86734340N-benzenesulphonyliminodithiocarbonic acid dimethyl esterHCID 178433288HCID 178433288, compound

Product 1

HCID 178485012HCID 178485012, compound

Procedure

A solution of N-benzenesulphonyliminodithiocarbonic acid dimethyl ester (13.0 g.) and 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (8.5 g.) in ethanol (100 ml.) was stirred at room temperature for 4 hours. Excess ethanolic methylamine was added and stirring was continued for 2 hours at room temperature. Following concentration, the residue was dissolved in ethanol-ether (1:1) and chilled affording N-benzenesulphonyl-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio) ethyl]guanidine (15.0 g.), m.p. 156.5°-157.5° (from water)

Workup

  1. concentrationconcentration
  2. dissolutionthe residue was dissolved in ethanol-ether (1:1)
  3. temperaturechilled

Sources & evidence

ORD record
ord-7de016d4bdcd4da4ba7f4bfa62060825
Source dataset
uspto-grants-1978_12
Patent number
US04129657

Reaction notes

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