Sodium Hydroxide → Benzenesulfonamide, N-(2,3-dihydro-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-1H-inden-2-yl)-4-methyl-

HRID 620214Notes

Reaction equation

HRID 620214 reaction equation
[OH-].[Na+].C([CH:8]1[CH:13]=[C:12]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[CH2:19][CH:18]([NH:23][S:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)(=[O:26])=[O:25])[CH2:17]3)[NH:11][NH:10][C:9]1=[O:34])(OCC)=O>O.C(O)C>[C:30]1([CH3:33])[CH:31]=[CH:32][C:27]([S:24]([NH:23][CH:18]2[CH2:17][C:16]3[C:20](=[CH:21][CH:22]=[C:14]([C:12]4[CH2:13][CH2:8][C:9](=[O:34])[NH:10][N:11]=4)[CH:15]=3)[CH2:19]2)(=[O:26])=[O:25])=[CH:28][CH:29]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 703937504-carbethoxy-6-(2-p-toluenesulfonamido-indan-5-yl)-dihydro-pyridazin-3(2H)-one

Product 1

HCID 3087367Benzenesulfonamide, N-(2,3-dihydro-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-1H-inden-2-yl)-4-methyl-

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

600 mg (15 mmol) of sodium hydroxide in 2 ml of water are added to 2.3 g (5 mmol) of 4-carbethoxy-6-(2-p-toluenesulfonamido-indan-5-yl)-dihydro-pyridazin-3(2H)-one in 40 ml of ethanol, and the mixture is stirred over night in order to achieve hydrolysis. The reaction product which is precipitated on acidifying is filtered off with suction and heated in glacial acetic acid for 10 minutes at the boil. The desired compound crystallises out on cooling.

Workup

  1. customhydrolysis
  2. customThe reaction product which is precipitated on acidifying
  3. filtrationis filtered off with suction
  4. temperatureheated in glacial acetic acid for 10 minutes at the boil
  5. customThe desired compound crystallises out
  6. temperatureon cooling

Sources & evidence

ORD record
ord-e3b17d244518436a84140aa6a27443f7
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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