7-Methylisatin → 2H-Indol-2-one, 1,3-dihydro-7-methyl-

HRID 469358

Reaction equation

HRID 469358 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[C:7]2=O.O.NN>>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH2:7]2

Participants

3

Reactant 2

HCID 143137-MethylisatinHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 30142252H-Indol-2-one, 1,3-dihydro-7-methyl-

Procedure

5.00 g (31.0 mmol) 7-methyl-1H-indol-2,3-dione in 18.1 mL (372 mmol) hydrazine hydrate were heated to 110° C. for 3 h. Then the reaction mixture was cooled, the precipitate formed was suction filtered and washed with water. The precipitate was suspended in water, acidified with conc. hydrochloric acid and stirred for 10 min. Then the reaction mixture was stirred for a further 30 min in the ice bath, the precipitate was suction filtered, washed with water and dried.

Workup

  1. temperatureThen the reaction mixture was cooled
  2. customthe precipitate formed
  3. filtrationfiltered
  4. washwashed with water
  5. stirringThen the reaction mixture was stirred for a further 30 min in the ice bath
  6. filtrationfiltered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-359fa9febe914ddb907f15fe88f97ad9
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Linked notes

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