Sulfuric Acid → 5-Aminocarbonyl-2-(2'-methoxy-4'-methanesulfonyloxy-phenyl)benzimidazole

HRID 1380769Notes

Reaction equation

HRID 1380769 reaction equation
[C:1]([C:3]1[CH:24]=[CH:23][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([O:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:12][C:11]=3[O:21][CH3:22])[NH:9][C:5]=2[CH:4]=1)#[N:2].S(=O)(=O)(O)[OH:26]>>[NH2:2][C:1]([C:3]1[CH:24]=[CH:23][C:6]2[N:7]=[C:8]([C:10]3[CH:15]=[CH:14][C:13]([O:16][S:17]([CH3:20])(=[O:18])=[O:19])=[CH:12][C:11]=3[O:21][CH3:22])[NH:9][C:5]=2[CH:4]=1)=[O:26]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 201845285-Cyano-2-(2'-methoxy-4'-methanesulfonyloxy-phenyl)-benzimidazole

Product 1

HCID 201845645-Aminocarbonyl-2-(2'-methoxy-4'-methanesulfonyloxy-phenyl)benzimidazole

Procedure

One gram (2.91 mmol) of 5-cyano-2-(2'-methoxy-4'-methanesulfonyloxy-phenyl)-benzimidazole was added batchwise to 15 ml of concentrated sulfuric acid, and the resulting mixture was stirred for 24 hours at ambient temperature. The solution was then poured onto 300 ml of ice water, and the product precipitated was subjeted to suction filtration and recrystallized from methanol.

Workup

  1. customthe product precipitated
  2. filtrationwas subjeted to suction filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-6687dc4e3e5547919de351542ce07ed9
Source dataset
uspto-grants-1986_04
Patent number
US04582837

Reaction notes

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