Ethyl Acetate → HCID 178509512, compound

HRID 1586088Notes

Reaction equation

HRID 1586088 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH2:10])[C:5]#[N:6].CCO[C:14]([CH3:16])=[O:15]>CO>[OH:15][C:14]1[CH:16]=[CH:5][C:4]([C:7]2[NH:10][C:9]3[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=3[N:1]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 7372853,4-Diaminobenzonitrile

Product 1

HCID 178509512HCID 178509512, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3,4-diaminobenzonitrile (3.0 g, 0.023 mol) and the imidate in 500 mL of methanol was heated at 70° C. under nitrogen. The reaction was followed by TLC with 1:1 Hex/EtOAc. After 4 h the reaction solution was place under vac cuo to remove all solvents. The residue was recrystallized from ethyl acetate to afford 4.5 g (85%) of 2-(4-hydroxyphenyl)-1H-benzimidazole-5-nitrile.

Workup

  1. customplace under vac cuo to remove all solvents
  2. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a906548ca47e415c955edd2f7a9bcbe1
Source dataset
uspto-grants-1999_08
Patent number
US05942532

Reaction notes

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