Nitric Acid → HCID 14578864, compound

HRID 345428Notes

Reaction equation

HRID 345428 reaction equation
[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:12].[N+:14]([O-])([OH:16])=[O:15]>>[CH3:1][C:2]1([CH3:13])[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[C:8]([N+:14]([O-:16])=[O:15])[CH:9]=2)[NH:4][C:3]1=[O:12]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 14578863HCID 14578863, compound

Product 1

HCID 14578864HCID 14578864, compound

Procedure

4.5 g. 1,3-Dihydro-3,3-dimethyl-6-hydroxy-2H-indol-2-one were added portionwise, with vigorous stirring, to 35 ml. 65% nitric acid which was cooled with a mixture of ice and salt. The reaction mixture was further stirred in the cold for 10 minutes, diluted with ice/water to 150 ml. and the crystalline precipitate filtered off with suction and subsequently washed with water to give 4.1 g. (73% of theory) of the title compound in the form of yellow crystals; m.p. 244°-247° C.

Workup

  1. filtrationand the crystalline precipitate filtered off with suction
  2. washsubsequently washed with water
  3. customto give 4.1 g

Sources & evidence

ORD record
ord-0358cb73121e457fb1834e9162e01211
Source dataset
uspto-grants-1991_10
Patent number
US05057526

Reaction notes

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