Reacción #2251388

Ecuación de reacción

2,2-dimethyl-1,3-benzodithiole-4-sulfonamide

2,2-Dimethyl-1,3-Benzodithiole-4-Sulfonamide

trimethylaluminum

acetic acid

methyl [4-methoxy-6-methyl-1,3,5-triazin-2-yl]carbamate

→

N-[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,2-dimethyl-1,3-benzodithiole-4-sulfonamide

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturathe reaction mixture was heated
3. 3
   Temperaturaat reflux for 72 hours
4. 4
   TemperaturaThe reaction mixture was cooled to room temperature
5. 5
   OtroThe organic phase was separated
6. 6
   Otrodried
7. 7
   Otrothe solvent removed under reduced pressure
8. 8
   Otroto give an oil
9. 9
   OtroCrystallization of the oil from an appropriate solvent
10. 10
    Otrogave a solid

Procedimiento

To a solution of 2.6 g 2,2-dimethyl-1,3-benzodithiole-4-sulfonamide prepared in Example 7, in 60 ml methylene chloride at room temperature under nitrogen is added 5.5 ml trimethylaluminum (2M in toluene). After stirring 15 minutes at room temperature, 2.0 g of methyl [4-methoxy-6-methyl-1,3,5-triazin-2-yl]carbamate, prepared according to the procedure of Example 5, was added and the reaction mixture was heated at reflux for 72 hours. The reaction mixture was cooled to room temperature and 75 ml ice, 3 ml glacial acetic acid, and 10 drops of hydrochloric acid were sequentially added. The organic phase was separated, dried and the solvent removed under reduced pressure to give an oil. Crystallization of the oil from an appropriate solvent gave a solid.

Fuente