반응 #9265

반응 방정식

[2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-6-nitro-1,3-benzothiazol-7-yl]methyl cyanide

triethylamine

trimethylsilyl chloride

→

2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl) [1,3]thiazolo[5′,4′: 3,4]benzo[c]isoxazol-8-yl cyanide

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction was quenched
2. 2
   workup.ADDITIONby pouring into dilute aqueous hydrochloric acid
3. 3
   추출then extracted well with ethyl acetate
4. 4
   추출The combined organics were back extracted with dilute sodium bicarbonate
5. 5
   건조then dried over magnesium sulfate
6. 6
   농축concentrated
7. 7
   기타The dark oil was further purified by preparative HPLC

실험 절차

0.2 g of [2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl)-6-nitro-1,3-benzothiazol-7-yl]methyl cyanide was charged into about 2 ml dimethylformamide. About 15 equivalents of triethylamine were then added followed by about 15 equivalents of trimethylsilyl chloride. The solution was stirred at room temperature for about 4–20 hours. The reaction was quenched by pouring into dilute aqueous hydrochloric acid then extracted well with ethyl acetate. The combined organics were back extracted with dilute sodium bicarbonate then dried over magnesium sulfate and concentrated. The dark oil was further purified by preparative HPLC to yield 2-(3-ethyl-5-methyl-2-oxo-1,3,5-triazinan-1-yl) [1,3]thiazolo[5′,4′: 3,4]benzo[c]isoxazol-8-yl cyanide.

출처