Hydrazine hydrate (1:1) → 6-(2-Benzenesulphonamido-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

HRID 620205Notes

Reaction equation

HRID 620205 reaction equation
[C:1]1([S:7]([NH:10][CH:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:20](=O)[CH2:21][CH2:22][C:23]([OH:25])=O)[CH:17]=3)[CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:28][NH2:29]>C(O)(=O)C>[C:1]1([S:7]([NH:10][CH:11]2[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:20]4[CH2:21][CH2:22][C:23](=[O:25])[NH:28][N:29]=4)[CH:17]=3)[CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14071508HCID 14071508, compound

Product 1

HCID 140715226-(2-Benzenesulphonamido-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3.0 g (8 mmol) of 4-(2-benzenesulphonamido-indan-5-yl)-4-oxobutyric acid and 0.53 g (10.4 mmol) of 99% hydrazine hydrate in 12 ml of glacial acetic acid are boiled for 3 hours. The mixture is evaporated in vacuo, water is added to the residue, which is neutralised with sodium carbonate solution, and the reaction product is filtered off with suction and recrystallised from n-propanol.

Workup

  1. customThe mixture is evaporated in vacuo, water
  2. additionis added to the residue, which
  3. filtrationthe reaction product is filtered off with suction
  4. customrecrystallised from n-propanol

Sources & evidence

ORD record
ord-2a89c6f2fa634af5816ac95578bbb7ad
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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