반응 #833554

반응 방정식

triethylamin

3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide

p-fluor-phenylisocyanate

→

3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine

수율 97.1%

용매

DMSO

반응 조건

후처리

1. 1
   기타was quenched with dilute HCl in an ice bath
2. 2
   추출extracted with ether (2 times)
3. 3
   세척The combined ether extracts were washed
4. 4
   기타dried
5. 5
   농축concentrated
6. 6
   기타to give 2.3 g crude product
7. 7
   기타This material was recrystallized from ethanol

실험 절차

0.76 g (7.5 mmol) triethylamin were added to a solution of 2 g (7.5 mmol) 3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine 1,1-dioxide and 1.03 g (7.5 mmol) p-fluor-phenylisocyanate dissolved in 50 mL DMSO (dimethyl sulfoxide) at room temperature. After stirring for 1 hr the resulting mixture was quenched with dilute HCl in an ice bath and then extracted with ether (2 times). The combined ether extracts were washed, dried and concentrated to give 2.3 g crude product. This material was recrystallized from ethanol to give 1.7 g 3,4,6,7,8,9-hexahydro-2-methyl-3-oxo-2H-naphtho[2,3-e]-1,2-thiazine-4-(4-fluor)carboxanilide 1,1-dioxide.

출처