O-Phenylenediamine → N-Phenyl-1H-benzimidazol-2-amine

HRID 847240Notes

Reaction equation

HRID 847240 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].CS[C:11](=N)[N:12](C1C=CC=CC=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[NH:12]([C:11]1[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 7243O-PhenylenediamineHCID 20849555HCID 20849555, compound

Product 1

HCID 610671N-Phenyl-1H-benzimidazol-2-amine

Procedure

Then, 101.2 g (0.973 mol) of o-phenylenediamine and 235.5 g (0.973 mol) of S-methyl-N,N-diphenylisothiourea were changed into a four-necked flask of 1l capacity, and reacted at 140° C. for 10 hours. The reaction product was cooled and filtered, and the filter cake was washed with xylene to obtain the aimed 2-anilinobenzimidazole having a melting point of 193.2°-194.5° C. in an yield of 149.2 9 (73.2%).

Workup

  1. customreacted at 140° C. for 10 hours
  2. temperatureThe reaction product was cooled
  3. filtrationfiltered
  4. washthe filter cake was washed with xylene

Sources & evidence

ORD record
ord-18c88c4a50024073a0ad5ccf150de9b5
Source dataset
uspto-grants-1992_08
Patent number
US05140055

Reaction notes

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