Diaminomaleonitrile → 2-butyl-1H-imidazole-4,5-dicarbonitrile

HRID 466388Notes

Reaction equation

HRID 466388 reaction equation
Cl.[C:2](=[NH:10])(OCC)[CH2:3][CH2:4][CH2:5][CH3:6].[NH2:11]/[C:12](/[C:17]#[N:18])=[C:13](\N)/[C:14]#[N:15]>N1C=CC=CC=1>[CH2:3]([C:2]1[NH:10][C:13]([C:14]#[N:15])=[C:12]([C:17]#[N:18])[N:11]=1)[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 2723951DiaminomaleonitrileHCID 12283341Ethyl pentanimidate hydrochloride

Product 1

HCID 52605912-butyl-1H-imidazole-4,5-dicarbonitrile

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Ethyl pentanimidate hydrochloride (42.66 g, 257.8 mmol, 1 eq), diaminomaleonitrile (27.90 g, 258.1 mmol, 1 eq) and pyridine (400 mL) were mixed and refluxed for 48 hours under N2. The solvent was removed by rotary evaporation.

Workup

  1. temperaturerefluxed for 48 hours under N2
  2. customThe solvent was removed by rotary evaporation

Sources & evidence

ORD record
ord-6246374b7d384a3e95fb077f1e7d54fc
Source dataset
uspto-grants-1992_10
Patent number
US05155118

Reaction notes

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