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

HRID 847035Notes

Reaction equation

HRID 847035 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-96638966e0cd47e08f991f481b488f95
Source dataset
uspto-grants-1992_08
Patent number
US05138069

Reaction notes

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