1,1,1-Trimethoxybutane → 2-propyl-1H-imidazole-4,5-dicarbonitrile

HRID 53025Notes

Reaction equation

[NH2:1]/[C:2](/[C:7]#[N:8])=[C:3](\[NH2:6])/[C:4]#[N:5].[C:9](OC)(OC)(OC)[CH2:10][CH2:11][CH3:12]>>[CH2:10]([C:9]1[NH:1][C:2]([C:7]#[N:8])=[C:3]([C:4]#[N:5])[N:6]=1)[CH2:11][CH3:12]

Participants

Reactant 2

HCID 1235121,1,1-Trimethoxybutane

HCID 2723951Diaminomaleonitrile

Product 1

HCID 27637212-propyl-1H-imidazole-4,5-dicarbonitrileYield 78.9%

Procedure

Following a procedure similar to that described in Preparation 1, but using 16.0 g of diaminomaleonitrile and 24 g of trimethyl orthobutyrate, 18.7 g of the title compound were obtained as crystals, melting at 141°-144° C.

Workup

customthat described in Preparation 1

Sources & evidence

ORD record: ord-de9c9e5ca5e545c587a0f5eda312d1a8
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616599

Reaction notes

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