Ethyl orthopropionate → 2-ethyl-1H-imidazole-4,5-dicarbonitrile

Reaction equation

[NH2:1]/[C:2](/[C:7]#[N:8])=[C:3](\[NH2:6])/[C:4]#[N:5].[C:9](OCC)(OCC)(OCC)[CH2:10][CH3:11]>>[CH2:10]([C:11]1[NH:1][C:2]([C:7]#[N:8])=[C:3]([C:4]#[N:5])[N:6]=1)[CH3:9]

Participants

Reactant 2

HCID 66995Ethyl orthopropionate

HCID 2723951Diaminomaleonitrile

Product 1

HCID 52605932-ethyl-1H-imidazole-4,5-dicarbonitrileYield 82.6%

Procedure

Following a procedure similar to that described in Preparation 1, but using 53.3 g of diaminomaleonitrile and 91.3 g of triethyl orthopropionate, 59.5 g of the title compound were obtained as crystals, melting at 179°-181° C.

Workup

customthat described in Preparation 1

Sources & evidence

ORD record: ord-54a2f546e4d043c08bb385639e8c3628
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616599

Reaction notes

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