Isothiazole → N-[2-(3-isothiazolylmethylthio)ethyl)-N'-methyl-N"-nitroguanidine

HRID 1834623Notes

Reaction equation

HRID 1834623 reaction equation
S1C=C[CH:3]=N1.CSC(=N)N[N+]([O-])=O.[S:14]1[CH:18]=[CH:17][C:16]([CH2:19][S:20][CH2:21][CH2:22][NH:23][C:24]([NH:26][N+:27]([O-:29])=[O:28])=[NH:25])=[N:15]1.CNC(=N[N+]([O-])=O)SC>>[S:14]1[CH:18]=[CH:17][C:16]([CH2:19][S:20][CH2:21][CH2:22][NH:23][C:24]([NH:25][CH3:3])=[N:26][N+:27]([O-:29])=[O:28])=[N:15]1

Participants

5

Reactant 4

HCID 67515IsothiazoleHCID 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-0203fad603ef4a168fc0ecfbd0ca1857
Source dataset
uspto-grants-1978_01
Patent number
US04070475

Reaction notes

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