2-(Ethoxymethylene)propanedinitrile → 1H-Benzimidazole-6-carbonitrile
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH2:10])[C:5]#[N:6].[CH2:11](OC=C(C#N)C#N)C>C(O)(C)C>[N:10]1[C:9]2[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[NH:1][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3,4-diaminobenzonitrile (2) (1.0 g) and (ethoxymethylene)malononitrile (1.4 g) was refluxed in 50 mL of isopropyl alcohol for 16 h. The mixture was concentrated in vacuo to provide the title compound, 3H-benzo[d]imidazole-5-carbonitrile (3).
Workup
- concentrationThe mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-d9aadab0f5414477931c8f7a1a189282
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07884109B2
Reaction notes
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