Hydrazine hydrate (1:1) → HCID 23471599, compound

HRID 128011Notes

Reaction equation

HRID 128011 reaction equation
O=[C:2]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([CH3:17])[C:12](=[O:18])[CH2:11]2)[CH2:3][CH2:4][C:5](O)=[O:6].O.[NH2:20][NH2:21]>CN(C)C=O>[O:6]=[C:5]1[CH2:4][CH2:3][C:2]([C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[N:13]([CH3:17])[C:12](=[O:18])[CH2:11]3)=[N:21][NH:20]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 23471559HCID 23471559, compound

Product 1

HCID 23471599HCID 23471599, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 7 g of 4-oxo-4-(1-methyl-2-oxoindolin-5-yl)butanoic acid and 3 ml of hydrazine hydrate in 70 ml of dimethylformamide was heated on a water bath for 4 hours. The precipitated crystals were filtered off and recrystallized from dimethylformamide to give 4.0 g of 5-(3-oxo-2,3,4,5-tetrahydropyridazin-6-yl)-1-methylindolin-2-one as pale yellow prisms, melting at 261°-264° C.

Workup

  1. filtrationThe precipitated crystals were filtered off
  2. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-5670335fb3f1423cb371f68776eacfdc
Source dataset
uspto-grants-1981_03
Patent number
US04258185

Reaction notes

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