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

HRID 1651869Notes

Reaction equation

HRID 1651869 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-30d0a460096746d8852e149c1a17b75a
Source dataset
uspto-grants-1990_05
Patent number
US04929754

Reaction notes

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