Water → Aminomebendazole

HRID 1463118Notes

Reaction equation

HRID 1463118 reaction equation
[NH2:1][C:2]1[N:6](S(C(C)C)(=O)=O)[C:5]2[CH:13]=[CH:14][C:15]([C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:16][C:4]=2[N:3]=1.O.[OH-].[Na+]>CC(C)=O>[CH:21]1[CH:20]=[CH:19][C:18]([C:17]([C:15]2[CH:14]=[CH:13][C:5]3[N:6]=[C:2]([NH2:1])[NH:3][C:4]=3[CH:16]=2)=[O:24])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 20451964[2-Amino-1-(propane-2-sulfonyl)-1H-benzimidazol-5-yl](phenyl)methanone

Product 1

HCID 40320Aminomebendazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A slurry of 50 g of 2-amino-1-isopropylsulfonyl-5-benzoylbenzimidazole was heated in 300 ml of acetone and 500 ml of water with 350 ml of 1N sodium hydroxide on a steam bath for two hours. The heating was continued to remove the acetone. Afterwards the solution was cooled to room temperature with stirring. When the cleavage was complete, the precipitate title compound was filtered and washed with water. m/e=237, 160, 105, 77.

Workup

  1. customto remove the acetone
  2. filtrationthe precipitate title compound was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-c76aba0fcb0246edb9664d6e83616ded
Source dataset
uspto-grants-1984_07
Patent number
US04463181

Reaction notes

Loading…