ethyl N-(C-methoxycarbonimidoyl)carbamate → N-carbethoxy-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine

HRID 616177Notes

Reaction equation

HRID 616177 reaction equation
[C:1]([NH:6][C:7](=[NH:10])OC)([O:3][CH2:4][CH3:5])=[O:2].[CH3:11][C:12]1[N:13]=[CH:14][NH:15][C:16]=1[CH2:17][S:18][CH2:19][CH2:20][NH2:21]>CO>[C:1]([NH:6][C:7]([NH:21][CH2:20][CH2:19][S:18][CH2:17][C:16]1[NH:15][CH:14]=[N:13][C:12]=1[CH3:11])=[NH:10])([O:3][CH2:4][CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 149151130ethyl N-(C-methoxycarbonimidoyl)carbamateHCID 178433288HCID 178433288, compound

Product 1

HCID 178473547N-carbethoxy-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of N-carbethoxy-O-methylisourea (1.46 g.) and 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (1.71 g.) in methanol (25 ml) was stirred at room temperature for 7 days. The white solid formed during the reaction was collected and recrystallised from methanol to give N-carbethoxy-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-guanidine m.p. 196°-197°.

Workup

  1. customThe white solid formed during the reaction
  2. customwas collected
  3. customrecrystallised from methanol

Sources & evidence

ORD record
ord-7f497cd86062410eb72cfb8252170e41
Source dataset
uspto-grants-1978_02
Patent number
US04072748

Reaction notes

Loading…