Acetic Anhydride → 1-Acetoxy-3-(1-ethoxy-1-phenylmethylidene)-6-nitro-2-indolinone

HRID 1007389Notes

Reaction equation

HRID 1007389 reaction equation
[OH:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=2)[CH2:4][C:3]1=[O:14].[C:15]([O:18][C:19](=O)[CH3:20])(=O)[CH3:16]>CCOC(OCC)(OCC)C1C=CC=CC=1>[C:3]([O:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=2)[C:4](=[C:15]([O:18][CH2:19][CH3:20])[C:16]2[CH:9]=[CH:10][CH:5]=[CH:6][CH:7]=2)[C:3]1=[O:14])(=[O:14])[CH3:4]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 225695621-Hydroxy-6-nitro-2-indolinone

Product 1

HCID 545503491-Acetoxy-3-(1-ethoxy-1-phenylmethylidene)-6-nitro-2-indolinone

Reagents, catalysts & solvents 1

HCID 74268Benzene, (triethoxymethyl)-Solvent

Procedure

300 mg of 1-hydroxy-6-nitro-2-indolinone are dissolved in 4.0 ml of acetic anhydride and 4.0 ml of triethyl orthobenzoate, stirred for 6 hours at 110° C., concentrated by evaporation and purified through a silica gel column with methylene chloride as eluant.

Workup

  1. concentrationconcentrated by evaporation
  2. custompurified through a silica gel column with methylene chloride as eluant

Sources & evidence

ORD record
ord-64976dda39f74aff894b2862e4be2aff
Source dataset
uspto-grants-2004_09
Patent number
US06794395B1

Reaction notes

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