4-(4-Benzamidobutyl)-5-methylimidazole-2-thione → 4-(4-Benzamidobutyl)-5-methylimidazole

HRID 261623Notes

Reaction equation

HRID 261623 reaction equation
[C:1]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]1[C:18]([CH3:19])=[N:17][C:16](=S)[N:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Ni]>[C:1]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]1[N:15]=[CH:16][NH:17][C:18]=1[CH3:19])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 203945574-(4-Benzamidobutyl)-5-methylimidazole-2-thione

Product 1

HCID 127698434-(4-Benzamidobutyl)-5-methylimidazoleYield 88.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

4-(4-Benzamidobutyl)-5-methylimidazole-2-thione (4.12 g, 0.01425 mol) in absolute ethanol (80 ml) was desulphrised with Raney nickel (approximately 18 g). Filtration followed by concentration under reduced pressure gave 4-(4-benzamidobutyl)-5-methylimidazole (3.23 g, 88%) m.p. 124°-128°.

Workup

  1. filtrationFiltration
  2. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-6628fa50f0e24f84a78fd204c0358e32
Source dataset
uspto-grants-1979_08
Patent number
US04166184

Reaction notes

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