7-Fluoro-1-methylindoline-2,3-dione → 7-Fluoro-1-methylindolin-2-one

HRID 2114864Notes

Reaction equation

HRID 2114864 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8](=[O:12])[C:7]2=O>O.NN>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8](=[O:12])[CH2:7]2

Participants

3

Reactant 1

HCID 118459677-Fluoro-1-methylindoline-2,3-dione

Product 1

HCID 119516747-Fluoro-1-methylindolin-2-one

Reagents, catalysts & solvents 1

HCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

7-Fluoro-1-methyl-1H-indole-2,3-dione (6, 2.48 g, 0.0138 mol) is heated with neat hydrazine hydrate (30 ml) at 130° C. for 30 minutes. The mixture is cooled, diluted with ice water and extracted with ethyl acetate. The extract is washed with brine, dried (Na2SO4), and evaporated to give the title compound as a solid. HPLC r.t. 4.07 min; MS for C9H8FNO m/z 165.16 (M+H)+.

Workup

  1. temperatureThe mixture is cooled
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-fc5b0e397e1b4beabe3556877bc5b85f
Source dataset
uspto-grants-2008_10
Patent number
US07435751B2

Reaction notes

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