Reaktion #56027

Reaktionsgleichung

2,3-dihydro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile

sulfuric acid

nitric acid

→

2,3-dihydro-8-nitro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile 10-oxide

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGis slowly stirred in
2. 2
   FiltrationThe light yellow precipitate which forms is filtered out
3. 3
   Sonstigerecrystallized from aqueous N,N-dimethylformamide

Vorschrift

To a solution of 5 parts of 2,3-dihydro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile in 90 parts of concentrated sulfuric acid at 0° is slowly added, with stirring, 7 parts of concentrated nitric acid. The resultant mixture is stirred at room temperature for 1 hour, whereupon 2 volumes of water is slowly stirred in. The light yellow precipitate which forms is filtered out and recrystallized from aqueous N,N-dimethylformamide to give needles of 2,3-dihydro-8-nitro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile 10-oxide solvated 1:1 with N,N-dimethylformamide which melts above 310°. The solvent of crystallization can be removed by prolonged heating at around 200° in vacuo.

Quelle