Acetic Anhydride → 1-Acetyl-5,6-dimethoxy-2-indolinone

HRID 1007378Notes

Reaction equation

HRID 1007378 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[NH:8][C:7](=[O:14])[CH2:6]2.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([N:8]1[C:9]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:11]([O:12][CH3:13])[CH:10]=2)[CH2:6][C:7]1=[O:14])(=[O:17])[CH3:16]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 2229935,6-Dimethoxyindolin-2-one

Product 1

HCID 226685441-Acetyl-5,6-dimethoxy-2-indolinone

Conditions

Temperature
130 °C

Procedure

16.0 g of 5,6-dimethoxy-2-indolinone (according to Hahn; Tulus; Chem. Ber. 74, 500 (1941)) are dissolved in 170 ml of acetic anhydride and stirred for more than 3 hours at 130° C. After cooling the residue is filtered off, washed with ether and dried in vacuo at 100° C.

Workup

  1. temperatureAfter cooling the residue
  2. filtrationis filtered off
  3. washwashed with ether
  4. customdried in vacuo at 100° C.

Sources & evidence

ORD record
ord-ed3c593273f44f75b619c1de66131ab5
Source dataset
uspto-grants-2004_09
Patent number
US06794395B1

Reaction notes

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