Reaktion #49818

Reaktionsgleichung

6-cyanobenzothieno[3,2-h]isoquinoline

KOH

acetic acid

→

product

6-Carboxybenzothieno [3,2-h]Isoquinoline

Lösungsmittel

glycerine

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated at 160° C.-170° C. overnight
2. 2
   TemperaturThe resulting yellow solution was cooled
3. 3
   SonstigeA yellow precipitate was collected
4. 4
   Waschenwashed with water, and air
5. 5
   Sonstigedried

Vorschrift

One hundred thirty mg (0.5 mM) of 6-cyanobenzothieno[3,2-h]isoquinoline (4), prepared in Example 1, was suspended in a hot solution of 168 mg (3 mM) KOH in 1 ml glycerine. The reaction mixture was stirred and heated at 160° C.-170° C. overnight. The resulting yellow solution was cooled, diluted with water and made slightly acidic with glacial acetic acid. A yellow precipitate was collected, washed with water, and air dried to yield 120 mg of product. This initial product was recrystallized from a mixture of DMSO and water to give 78 mg product, mp greater than about 305° C. This then was dried at 80° C./0.2 mm overnight, and characterized as compound 6 using I.R. and mass spectrometry.

Quelle