Nitric Acid → 7-Fluoro-1-methyl-5-nitro-1,3-dihydro-indol-2-one

HRID 2114865Notes

Reaction equation

HRID 2114865 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])[CH2:7]2.[N+:13]([O-])([OH:15])=[O:14]>>[F:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8](=[O:12])[CH2:7]2

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 119516747-Fluoro-1-methylindolin-2-one

Product 1

HCID 119516757-Fluoro-1-methyl-5-nitro-1,3-dihydro-indol-2-one

Procedure

7-Fluoro-1-methyl-1,3-dihydro-indol-2-one (7, 2.00 g, 0.0119 mol) is added portion wise to 70% nitric acid (10 ml) at −10° C. After the addition is complete, the reaction is allowed to warm to room temperature and then stirred for 20 hours. The mixture is diluted with ice water and the resulting precipitate filtered, washed with water, and dried under vacuum to give the title compound as a solid. HPLC r.t. 4.40 min.

Workup

  1. additionAfter the addition
  2. filtrationthe resulting precipitate filtered
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-604b3d1dd6cc41a0b4d1970a95cd1b47
Source dataset
uspto-grants-2008_10
Patent number
US07435751B2

Reaction notes

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