Reaktion #702892

Reaktionsgleichung

7-bromo 4-(4-chlorophenyl)-5H-pyrido[3,4-b][1,4]benzothiazin-3(2H)-one

sodium hydroxide

formaldehyde

→

7-bromo-4-(4-chlorophenyl)-2-(hydroxymethyl)-5H-pyrido[3,4-b][1,4]benzothiazin-3(2H)-one

Ausbeute 51.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeformed
2. 2
   workup.ADDITIONTo the solution was then added 20 ml
3. 3
   Temperaturwas heated until a yellow precipitate
4. 4
   Sonstigeformed
5. 5
   FiltrationThe hot reaction mixture was filtered
6. 6
   Waschenthe precipitate was washed well with water
7. 7
   Sonstigedried under high vacuum at room temperature

Vorschrift

To 2.0 g. of 7-bromo 4-(4-chlorophenyl)-5H-pyrido[3,4-b][1,4]benzothiazin-3(2H)-one (4.9 mmol.) in 20 ml. dimethylformamide was added 12 ml. of a 5% sodium hydroxide solution (15.0 mmol.) and the resulting suspension was heated on a steam bath until a solution formed. To the solution was then added 20 ml. of a 36% formaldehyde solution (24.0 mmol.), and the resulting reaction mixture was heated until a yellow precipitate formed. The hot reaction mixture was filtered, and the precipitate was washed well with water and dried under high vacuum at room temperature to yield 7-bromo-4-(4-chlorophenyl)-2-(hydroxymethyl)-5H-pyrido[3,4-b][1,4]benzothiazin-3(2H)-one as a yellow powder (1.1 g,; 51% yield) having the structural formula, ##STR23## a melting point of 182° C. (with decomposition) and the following elemental analysis:

Quelle