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

HRID 465780Notes

Reaction equation

HRID 465780 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-2536cfabd67c4b629d341b4c7bbd5666
Source dataset
uspto-grants-1992_10
Patent number
US05153197

Reaction notes

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