Acetone → HCID 21241555, compound

HRID 1761410Notes

Reaction equation

HRID 1761410 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=O)[CH2:5]2.[CH3:12][C:13]([CH3:15])=O.N>C(O)C>[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][C:5]2=[C:13]([CH3:15])[CH3:12]

Participants

5

Reactant 3

HCID 180AcetoneHCID 222AmmoniaHCID 769555-Hydroxyoxindole

Product 1

HCID 21241555HCID 21241555, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 20 g. 5-hydroxyindolinone, 80 ml. acetone and 80 ml. ethanol is saturated with gaseous ammonia and heated under reflux for 3 hours. After evaporation, the reaction mixture is filtered off with suction. There are obtained 27.7 g. of the title compound (94% of theory); m.p. 235° C.

Workup

  1. additionA mixture of 20 g
  2. temperatureheated
  3. temperatureunder reflux for 3 hours
  4. customAfter evaporation
  5. filtrationthe reaction mixture is filtered off with suction
  6. customThere are obtained 27.7 g

Sources & evidence

ORD record
ord-c01383028bd44e71a6d0380fc43bd347
Source dataset
uspto-grants-1989_05
Patent number
US04826847

Reaction notes

Loading…