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

HRID 27544

Reaction equation

HRID 27544 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.S1C=CC(CSC[CH2:27][NH:28][C:29]([NH:31][N+:32]([O-:34])=[O:33])=N)=N1.CNC(=N[N+]([O-])=O)SC>>[S:8]1[CH:9]=[CH:10][C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:29]([NH:28][CH3:27])=[N:31][N+:32]([O-:34])=[O:33])=[N:7]1

Participants

5

Reactant 4

HCID 129515372-{[(1,2-Thiazol-3-yl)methyl]sulfanyl}ethan-1-amineHCID 135927615N-Nitro-S-methylisothioureaHCID 1362270171,2-Dimethyl-3-nitroisothioureaHCID 178512219HCID 178512219, compound

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 2(ii) gives N-[2-(3-isothiazolylmethylthio)ethyl]-N'-nitroguanidine and reaction of the same starting material with N,S-dimethyl-N'-nitroisothiourea by the procedure of Example 2(iii) gives N-[2-(3-isothiazolylmethylthio)ethyl]-N'-methyl-N"-nitroguanidine.

Workup

  1. customgives

Sources & evidence

ORD record
ord-806c25fe663f47efb5e4cf9ad9de883e
Source dataset
uspto-grants-1980_09
Patent number
US04221802

Linked notes

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