Reaktion #53360

Reaktionsgleichung

starting material XXIII

(±)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbonitrile

dimethylformamide

sodium azide

ammonium chloride

→

title compound

Ausbeute 101.7%

(±)-8-Methyl-5-(4-nitrophenyl)-7-(5-tetrazolyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

Ausbeute 101.7%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooled reaction mixture
2. 2
   Filtrationthe precipitated crystals were filtered off
3. 3
   SonstigeThe so obtained product
4. 4
   Sonstigewas purified by column chromatography
5. 5
   workup.ADDITIONa mixture of chloroform-methanol (99:1) as eluent

Vorschrift

A mixture of 0.60 g (1.70 mmol) of the starting material XXIII, 3 ml of dimethylformamide, 0.12 g (1.87 mmol) of sodium azide and 0.10 g (1.87 mmol) of ammonium chloride was stirred at 140° C. for 30 min. The cooled reaction mixture was diluted with water and the precipitated crystals were filtered off. The so obtained product was purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of chloroform-methanol (99:1) as eluent to yield 0.68 g (54%) of the title compound; Mp.: 263-264° C.

Quelle