Nitric Acid → HCID 67426429, compound

HRID 2235356Notes

Reaction equation

HRID 2235356 reaction equation
[CH:1]([CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH3:13])[C:5]1=[O:14])([CH3:3])[CH3:2].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH:1]([CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=2)[N:6]([CH3:13])[C:5]1=[O:14])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 13593058HCID 13593058, compound

Product 1

HCID 67426429HCID 67426429, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

To a solution of (rac)-3-isopropyl-1-methyl-1,3-dihydro-indol-2-one (4.5 g) (J. Chem. Soc. Chem. Commun. 1986, 115-116) in concentrated sulfuric acid (7 ml) is added drop-wise a mixture of nitric acid (65%, 1.7 ml) and concentrated sulfuric acid (2.8 ml) at 0° C. over a period of 30 min. The reaction mixture is stirred at this temperature for 30 min and then poured into ice-water. The precipitate is collected by filtration and washed with water to give the title compound (3.4 g).

Workup

  1. filtrationThe precipitate is collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-71440538a8114262b9cf35d756f63bf8
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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