Hydrochloric Acid → HCID 9930139, compound

HRID 991013Notes

Reaction equation

HRID 991013 reaction equation
C1(S([N:10]2[C:14]3[C:15]4[C:20]([CH2:21][C:13]=3[C:12]([C:22]3[CH:27]=[CH:26][C:25]([NH:28][S:29]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)(=[O:31])=[O:30])=[CH:24][CH:23]=3)=[N:11]2)=[CH:19][CH:18]=[CH:17][CH:16]=4)(=O)=O)C=CC=CC=1.[OH-].[Na+].Cl>CO>[NH:10]1[C:14]2[C:15]3[C:20]([CH2:21][C:13]=2[C:12]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][S:29]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)(=[O:30])=[O:31])=[CH:24][CH:23]=2)=[N:11]1)=[CH:19][CH:18]=[CH:17][CH:16]=3

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69954668HCID 69954668, compound

Product 1

HCID 9930139HCID 9930139, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-[4-(1-benzenesulphonyl-1,4-dihydroindeno[1,2-c]pyrazol-3-yl) phenyl]benzenesulphonamide (0.56 g) was suspended in methanol (40 ml) and a 2N aqueous solution of sodium hydroxide (5.3 ml) added at ambient temperature. A clear solution was obtained. The reaction mixture was stirred at ambient temperature for about 20 minutes and then poured onto a 2N aqueous solution of hydrochloric acid (75 ml). A colourless solid precipitated, which was collected by filtration (0.42 g). The solid was partitioned between an aqueous solution of sodium bicarbonate (25 ml) and ethyl acetate (25 ml), and stirred for about 30 minutes at ambient temperature. It was then collected by filtration and dried in vacuo at about 60° C. to give N-[4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenyl]benzenesulphonamide as a colourless solid (0.14 g) m.p. 286-288° C.

Workup

  1. customA clear solution was obtained
  2. customA colourless solid precipitated
  3. filtrationwhich was collected by filtration (0.42 g)
  4. customThe solid was partitioned between an aqueous solution of sodium bicarbonate (25 ml) and ethyl acetate (25 ml)
  5. stirringstirred for about 30 minutes at ambient temperature
  6. filtrationIt was then collected by filtration
  7. customdried in vacuo at about 60° C.

Sources & evidence

ORD record
ord-09aa66a85c8b4d5dbcf603a77368236d
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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