Reacción #53620

Ecuación de reacción

compound ( 48 )

8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[cd]-azulene-5-carbonitrile

sodium hydroxide

→

titled compound

Rendimiento 62.0%

8-Dimethylamino-2,7,8,9-tetrahydro-6-oxa-2-azabenzo [cd]azulene-5-carboxylic acid amide

Rendimiento 62.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with chloroform
2. 2
   LavadoThe extracts were washed with brine
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe residue obtained
6. 6
   Otrowas chromatographed on aluminum oxide in chloroform:methanol (97:3)

Procedimiento

Polyphophoric acid 420 mg was added to compound (48) 31.6 mg under an argon atmosphere and the mixture was heated at 90° C. for 6 h. Ice-water was added to the reaction mixture, which was made alkaline with an aqueous 5 N-sodium hydroxide solution and extracted with chloroform. The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was chromatographed on aluminum oxide in chloroform:methanol (97:3) to give the titled compound as colorless crystals, 20.9 mg. Yield 62%. Furthermore, the titled compound was recrystallized from acetone-isopropyl ether to give colorless crystals, m.p. 182-183° C.

Fuente