Reacción #4481

Ecuación de reacción

ammonia

product

2,3,4,9-Tetrahydro-9-methyl-4-oxo-1H-carbazole-6-carboxamide

paraformaldehyde

dimethylamine hydrochloride

→

3-[(Dimethylamino)methyl]-2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazole-6-carboxamide

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated at 80°-100° under nitrogen for 2 h
2. 2
   TemperaturaThe reaction mixture was cooled (20°)
3. 3
   Otroevaporated in vacuo
4. 4
   Otropurified by flash chromatography (L)
5. 5
   Otroto give a foam
6. 6
   Otroto precipitate to title compound (100 mg) as a solid

Procedimiento

A mixture of the product of Stage (ii) (1.8 g), paraformaldehyde (0.3 g) and dimethylamine hydrochloride (0.75 g) in acetic acid (14 ml) was heated at 80°-100° under nitrogen for 2 h. The reaction mixture was cooled (20°), evaporated in vacuo and purified by flash chromatography (L) to give a foam. A sample (0.2 g) was stirred in 0.88 ammonia 10 ml) for 3 days to precipitate to title compound (100 mg) as a solid. m.p. 171°-173° (foams).

Fuente