Hydrazine hydrate (1:1) → Benzenesulfonamide, N-(2,3-dihydro-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-1H-inden-2-yl)-4-methoxy-

HRID 1651870Notes

Reaction equation

HRID 1651870 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH:13]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:22](=O)[CH2:23][CH2:24][C:25]([O:27]C)=O)[CH:19]=3)[CH2:14]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.O.[NH2:31][NH2:32]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][CH:13]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[C:18]([C:22]4[CH2:23][CH2:24][C:25](=[O:27])[NH:31][N:32]=4)[CH:19]=3)[CH2:14]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14071515Methyl 4-(2-p-methoxybenzenesulphonamido-indan-5-yl)-4-oxobutyrate

Product 1

HCID 3087368Benzenesulfonamide, N-(2,3-dihydro-5-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)-1H-inden-2-yl)-4-methoxy-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5.0 g (12 mmol) of methyl 4-(2-p-methoxybenzenesulphonamido-indan-5-yl)-4-oxobutyrate and 3.0 g (60 mmol) of 99% hydrazine hydrate in 25 ml of glacial acetic acid are boiled for 30 minutes. The mixture is evaporated, water is added to the residue, and the reaction product is filtered off with suction and recrystallised from n-propanol.

Workup

  1. customThe mixture is evaporated
  2. additionwater is added to the residue
  3. filtrationthe reaction product is filtered off with suction
  4. customrecrystallised from n-propanol

Sources & evidence

ORD record
ord-8642fe58563e4c7f8df9817de451ff12
Source dataset
uspto-grants-1990_05
Patent number
US04929754

Reaction notes

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