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

HRID 2309913Notes

Reaction equation

HRID 2309913 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 subjected to suction filtration and recrystallized from methanol.

Workup

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

Sources & evidence

ORD record
ord-6acd20d33d334a2283b6bd807ca0b218
Source dataset
uspto-grants-1987_09
Patent number
US04696931

Reaction notes

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