1,1'-Carbonyldiimidazole → 2-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrile

HRID 912898Notes

Reaction equation

HRID 912898 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH2:10])[C:5]#[N:6].[C:11](N1C=CN=C1)(N1C=CN=C1)=[O:12]>>[O:12]=[C:11]1[NH:10][C:9]2[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[NH:1]1

Participants

3

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 7372853,4-Diaminobenzonitrile

Product 1

HCID 116439742-oxo-2,3-dihydro-1H-benzimidazole-5-carbonitrile

Procedure

3,4-Diaminobenzonitrile (3.171 g, 23.8 mmol, Oakwood) was reacted with 1,1′-carbonyldiimidazole (3.862 g, 23.8 mmol, Aldrich) under the conditions of Example 1b to give the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 160 (M+1).

Sources & evidence

ORD record
ord-518f1bbc31a442168ca9fce5a353a0e1
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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