Hydrazine hydrate (1:1) → HCID 178514322, compound

HRID 1906569Notes

Reaction equation

HRID 1906569 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=O)[C:5](=[O:11])[NH:6]2.O.[NH2:14][NH2:15]>C(O)C>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[N:14][NH2:15])[C:5](=[O:11])[NH:6]2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 960474-Chloroisatin

Product 1

HCID 178514322HCID 178514322, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred slurry of 43.3 g of 4-chloroisatin in 350 ml of ethanol was added 17.3 ml of hydrazine hydrate, and then the reaction mixture was heated under reflux for 2 hours. The reaction mixture was cooled, and the precipitate was recovered by filtration to give 43.5 g of 4-chloro-3-hydrazono-2-oxindole, mp 235°-236° C.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe precipitate was recovered by filtration

Sources & evidence

ORD record
ord-e7b223531d7f46ac99e7de47edb8965c
Source dataset
uspto-grants-1987_03
Patent number
US04652658

Reaction notes

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