2-Methoxyethylamine → HCID 178495967, compound

HRID 866423Notes

Reaction equation

HRID 866423 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[NH:16][CH:15]=[N:14][C:13]=1[CH3:17])SC)#[N:2].[CH3:18][O:19][CH2:20][CH2:21][NH2:22]>>[C:1]([NH:3][C:4]([NH:22][CH2:21][CH2:20][O:19][CH3:18])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[NH:16][CH:15]=[N:14][C:13]=1[CH3:17])#[N:2]

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 178503877HCID 178503877, compound

Product 1

HCID 178495967HCID 178495967, compound

Procedure

N-Cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea (4.05 g) was dissolved in 2-methoxyethylamine (15 ml) and heated under reflux for 6 hours. Evaporation of the solvent and chromatographic purification of the residue on a column of silica gel with elution by chloroform and then with chloroform/methanol (20:1) yielded the title compound as a pale yellow oil (2.7 g). (Found: C, 47.8; H, 7.0; N, 28.0; S, 11.2% C12H20N6OS requires: C, 48.6; H, 6.8; N, 28.4; S, 10.8%). n.m.r. analysis in DMSO-d6 at 100 mHz:

Workup

  1. temperatureheated
  2. temperatureunder reflux for 6 hours
  3. customEvaporation of the solvent and chromatographic purification of the residue on a column of silica gel
  4. washwith elution by chloroform

Sources & evidence

ORD record
ord-71cf7c5c94064a7ab818fcb60d1d860e
Source dataset
uspto-grants-1978_07
Patent number
US04098898

Reaction notes

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