Nitric Acid → HCID 23092676, compound

HRID 2235362Notes

Reaction equation

HRID 2235362 reaction equation
[CH2:1]([C:3]1([CH2:18][CH3:19])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]([CH3:16])[C:4]1=[O:17])[CH3:2].[N+:20]([O-])([OH:22])=[O:21]>C(O)(=O)C>[CH2:18]([C:3]1([CH2:1][CH3:2])[C:11]2[C:6](=[CH:7][C:8]([N+:20]([O-:22])=[O:21])=[C:9]([NH:12][C:13](=[O:15])[CH3:14])[CH:10]=2)[N:5]([CH3:16])[C:4]1=[O:17])[CH3:19]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 23092655HCID 23092655, compound

Product 1

HCID 23092676HCID 23092676, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a suspension of N-(3,3-diethyl-1-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (1.2 g) in acetic acid (5 ml) at 0° C. is added nitric acid (fuming, 0.5 ml) drop-wise. The mixture is stirred at RT for 30 min and then poured into ice-water. The precipitate is collected by filtration and washed with water to give N-(3,3-diethyl-1-methyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (1,38 g).

Workup

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

Sources & evidence

ORD record
ord-3854749ce0ea4c519f1a173bc12675a3
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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