Reaktion #75345

ord-0f88a97320c64033b9dbd7dfa764f397

Reaktionsgleichung

COc1cc2c(cc1OC)NC(=O)C2
5,6-dimethoxy oxindole
CCOC([O-])[O-]
ethyl ortho formate
COc1cc2c(cc1OC)C(=CO)C(=O)N2
5,6-dimethoxy-3-hydroxymethylene oxindole

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

As illustrated above in Scheme (A), the intermediate, 5,6-dimethoxy oxindole (I) is reacted with ethyl ortho formate (II) to provide 5,6-dimethoxy-3-hydroxymethylene oxindole (III). This oxindole (III) is then reacted with primary or secondary amines in refluxing benzene in the presence of acetic acid or toluene sulfonic acid to yield 5,6-dimethoxy-3-(substituted amino methylene) oxindoles (IV) or (V), respectively.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04176191uspto-grants-1979_11