N-Nitro-S-methylisothiourea → HCID 178433317, compound

HRID 2398327Notes

Reaction equation

HRID 2398327 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].CS[C:14](=[NH:19])[NH:15][N+:16]([O-:18])=[O:17]>CO>[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:14]([NH:15][N+:16]([O-:18])=[O:17])=[NH:19]

Participants

4

Reactant 2

HCID 135927615N-Nitro-S-methylisothioureaHCID 178433288HCID 178433288, compound

Product 1

HCID 178433317HCID 178433317, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole (1.7 g.) and S-methyl-N-nitroisothiourea (1.45 g.) in methanol (35 ml.) was heated at 50°-60° for 2.5 hours and then set aside at room temperature for 48 hours. The crystalline product was filtered off and recrystallised from methanol to give N-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-N'-nitroguanidine, m.p. 184°-186°. (Found: C, 37.5; H, 5.7: N, 32.5; S, 12.5. C8H14N6O2S requires: C, 37.2; H, 5.5; N, 32.5; S, 12.4).

Workup

  1. filtrationThe crystalline product was filtered off
  2. customrecrystallised from methanol

Sources & evidence

ORD record
ord-a6a9d6ef6d834115b9b667115697b627
Source dataset
uspto-grants-1977_05
Patent number
US04024271

Reaction notes

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