4-Amino-1-butanol → HCID 178433307, compound

HRID 1680845Notes

Reaction equation

HRID 1680845 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6].[C:7]([NH:9][C:10](=[N:13][CH2:14][CH2:15][S:16][CH2:17][C:18]1[NH:22][CH:21]=[N:20][C:19]=1[CH3:23])SC)#[N:8]>C(O)C>[C:7]([NH:9][C:10]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][OH:6])=[N:13][CH2:14][CH2:15][S:16][CH2:17][C:18]1[NH:22][CH:21]=[N:20][C:19]=1[CH3:23])#[N:8]

Participants

4

Reactant 2

HCID 258684-Amino-1-butanolHCID 178503877HCID 178503877, compound

Product 1

HCID 178433307HCID 178433307, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Aminobutanol (2.7 g) and N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea (4.05 g) were refluxed in ethanol (30 ml) for 4 hours. The reaction mixture was evaporated to yield an oil which was chromatographed on a silica gel column and eluted with chloroform and chloroform/methanol (20:1) to give the title compound as a colourless oil (1.8 g). (Found: C, 50.4; H, 7.4; N, 26.8; S, 10.1%. C13H22N6OS requires: C, 50.3; H, 7.2; N, 27.1; S, 10.3%). n.m.r. analysis in DMSO-d6 at 100 mHz:

Workup

  1. customThe reaction mixture was evaporated
  2. customto yield an oil which
  3. customwas chromatographed on a silica gel column
  4. washeluted with chloroform and chloroform/methanol (20:1)

Sources & evidence

ORD record
ord-324f2f6f107b4ed98b466cc51761b7fe
Source dataset
uspto-grants-1981_06
Patent number
US04276301

Reaction notes

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