2-(5-Dimethylaminomethyl-2-thienylmethylthio)ethylamine → HCID 178483235, compound

HRID 1732898Notes

Reaction equation

HRID 1732898 reaction equation
CS[C:3](=[NH:8])[NH:4][N+:5]([O-:7])=[O:6].[CH3:9][N:10]([CH2:12][C:13]1[S:17][C:16]([CH2:18][S:19][CH2:20][CH2:21][NH2:22])=[CH:15][CH:14]=1)[CH3:11]>C(O)C>[N+:5]([NH:4][C:3]([NH:22][CH2:21][CH2:20][S:19][CH2:18][C:16]1[S:17][C:13]([CH2:12][N:10]([CH3:9])[CH3:11])=[CH:14][CH:15]=1)=[NH:8])([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 129139512-(5-Dimethylaminomethyl-2-thienylmethylthio)ethylamineHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 178483235HCID 178483235, compoundYield 52.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of N-nitrocarbamimidothioic acid methyl ester (1.05 g) and 2-[[[5-(N,N-dimethylaminomethyl)2-thienyl]methyl]thio]ethanamine (1.6 g) in ethanol (10 ml) was heated at 45° for 10 min. The resultant solid was recrystallised from ethyl acetate to give the title compound as white crystals (1.15 g) m.p. 118°-118.5°. TLC silica/methanol, Rf 0.40.

Workup

  1. temperaturewas heated at 45° for 10 min
  2. customThe resultant solid was recrystallised from ethyl acetate

Sources & evidence

ORD record
ord-8475794d50e74af9a352185406f23790
Source dataset
uspto-grants-1980_12
Patent number
US04239769

Reaction notes

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