2-{[(1,2-Thiazol-3-yl)methyl]sulfanyl}ethan-1-amine → N-[2-(3-isothiazolylmethylthio)ethyl)-N'-methyl-N"-nitroguanidine

HRID 1974419

Reaction equation

HRID 1974419 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:10]=[CH:9][S:8][N:7]=1.CSC(=N)N[N+]([O-])=O.[CH3:19][NH:20][C:21](=[N:24][N+:25]([O-:27])=[O:26])SC>>[S:8]1[CH:9]=[CH:10][C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:21]([NH:20][CH3:19])=[N:24][N+:25]([O-:27])=[O:26])=[N:7]1

Participants

4

Reactant 3

HCID 129515372-{[(1,2-Thiazol-3-yl)methyl]sulfanyl}ethan-1-amineHCID 135927615N-Nitro-S-methylisothioureaHCID 1362270171,2-Dimethyl-3-nitroisothiourea

Product 1

HCID 136353517N-[2-(3-isothiazolylmethylthio)ethyl)-N'-methyl-N"-nitroguanidine

Procedure

Reacting 3-[(2-aminoethyl)thiomethyl]isothiazole with S-methyl-N-nitroisothiourea by the procedure of Example 70 gives N-[2-(3-isothiazolymethylthio)ethyl]-N' -nitro-guanidine and reaction of the same starting material with N,S-dimethyl-N'-nitroisothiourea gives N-[2-(3-isothiazolylmethylthio)ethyl]-N' -methyl-N"-nitroguanidine.

Workup

  1. customgives

Sources & evidence

ORD record
ord-931f6bba19b1421588c315381dd0642e
Source dataset
uspto-grants-1976_12
Patent number
US04000302

Linked notes

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