Ethanol → HCID 178509511, compound

HRID 1586087Notes

Reaction equation

HRID 1586087 reaction equation
[O:1]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OS([O-])=O.[Na+].[NH2:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[NH2:30])[C:25]#[N:26].C(O)C>O>[O:1]([C:8]1[CH:15]=[CH:14][C:11]([C:12]2[NH:30][C:29]3[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[CH:23][C:22]=3[N:21]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 661394-PhenoxybenzaldehydeHCID 7372853,4-DiaminobenzonitrileHCID 23665763Sodium Bisulfite

Product 1

HCID 178509511HCID 178509511, compoundYield 57.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

To 4-phenoxybenzaldehyde (4.0 g, 0.020 mol) was added 20 mL of 40% NaHSO3 (aq). The mixture was stirred for 2 h at 25° C. 3,4-Diaminobenzonitrile (3.36 g, 0.0252 mol) and ethanol (50 mL) were added. The mixture was refluxed for 4 h. The reaction was then poured into water. The precipitate was filtered and recrystallized from ethyl acetate to afford 3.6 g (57%) of 2-(4-phenoxyphenyl)-1H-benzimidazole-5-nitrile.

Workup

  1. temperatureThe mixture was refluxed for 4 h
  2. filtrationThe precipitate was filtered
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-39f06c98bdf14f9c9044522d4eda635d
Source dataset
uspto-grants-1999_08
Patent number
US05942532

Reaction notes

Loading…