반응 #2069276

반응 방정식

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

수율 7.2%

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

수율 7.2%

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   온도the reaction mixture was heated
3. 3
   온도at reflux 72 hours
4. 4
   온도The reaction mixture was cooled to room temperature
5. 5
   기타The organic phase was separated
6. 6
   기타dried
7. 7
   기타the solvent removed under reduced pressure
8. 8
   기타to give an oil
9. 9
   기타Crystallization of the oil
10. 10
    workup.ADDITIONfrom a mixture of ether, methylene chloride, and hexane

실험 절차

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.

출처