Hydrochloric Acid → 5-Benzenesulfonylcarbamoyl-2-methylbenzimidazole

HRID 1276927Notes

Reaction equation

HRID 1276927 reaction equation
[C:1]1([S:7]([NH:10][C:11](=[O:23])[C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19](=O)[CH3:20])=[C:14]([NH2:22])[CH:13]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.CO.C(=O)([O-])O.[K+]>O>[C:1]1([S:7]([NH:10][C:11]([C:12]2[CH:17]=[CH:16][C:15]3[N:18]=[C:19]([CH3:20])[NH:22][C:14]=3[CH:13]=2)=[O:23])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 516893Potassium BicarbonateHCID 18680999N-benzenesulfonyl-4-acetylamino-3-aminobenzamide

Product 1

HCID 186811555-Benzenesulfonylcarbamoyl-2-methylbenzimidazoleYield 85.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 0.500 g of N-benzenesulfonyl-4-acetylamino-3-aminobenzamide, 3.9 g of 35% hydrochloric acid, 15 ml of methanol and 12 ml of water was stirred at 60° C. for 1 hour. The reaction mixture was neutralized with a potassium hydrogencarbonate aqueous solution. The crystals precipitated were separated through filtration, and were dried to give 0.404 g of 5-benzenesulfonylcarbamoyl-2-methylbenzimidazole (272).

Workup

  1. customThe crystals precipitated
  2. customwere separated through filtration
  3. customwere dried

Sources & evidence

ORD record
ord-447befa6dd3f408bb46909e5782e8815
Source dataset
uspto-grants-2000_12
Patent number
US06166219

Reaction notes

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