反応 #1340050

反応方程式

acetic acid

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

trimethylaluminum

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

→

white solid

収率 7.2%

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

収率 7.2%

溶媒

methylene chloride

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   温度the reaction mixture was heated
3. 3
   温度at reflux 72 hours
4. 4
   温度The reaction mixture was cooled to room temperature
5. 5
   その他The organic phase was separated
6. 6
   その他dried
7. 7
   その他the solvent removed under reduced pressure
8. 8
   その他to give an oil
9. 9
   その他Crystallization of the oil
10. 10
    workup.ADDITIONfrom a mixture of ether, methylene chloride, and hexane

実験手順

To a solution of 1.0 g 2,2-dimethyl-1,3-benzodioxole-4-sulfonamide, prepared in Example 1, in 50 ml methylene chloride at room temperature under nitrogen was added 2.5 ml trimethylaluminum (2M in toluene). After stirring 15 minutes at room temperature, 0.7 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 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 a mixture of ether, methylene chloride, and hexane gave 0.1 g white solid, m.p. 160°-168° C. The infrared spectrum showed a carbonyl absorption at 1705 cm-1 indicative of the title compound.

出典