반응 #11197

반응 방정식

Water

bromide

6-(3-Bromopropyl)-4-(2-chlorophenyl)-9-hydroxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

thiophenol

triethylamine

→

4-(2-Chlorophenyl)-9-hydroxy-6-[3-(phenylsulfanyl)propyl]pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

용매

p-dioxane

반응 조건

후처리

1. 1
   온도was refluxed for 16 h
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   기타The organic layer was dried
4. 4
   기타the drying agent was removed
5. 5
   농축the solution was concentrated to dryness the sulfide (131) directly (37.2 mg, 85%), which
6. 6
   기타crystallised from ethyl acetate/petroleum ether as an orange powder, mp 229–231° C

실험 절차

A solution of the bromide (58) (41 mg, 0.085 mmol) prepared as described in example 172, thiophenol (9.5 μL, 0.093 mmol) and triethylamine (0.25 mL, 3.40 mmol) in p-dioxane (1.5 mL) was refluxed for 16 h. Water was added and the mixture was extracted with ethyl acetate. The organic layer was dried, the drying agent was removed and the solution was concentrated to dryness the sulfide (131) directly (37.2 mg, 85%), which crystallised from ethyl acetate/petroleum ether as an orange powder, mp 229–231° C. 1H NMR δ [(CD3)2SO] 11.06 (br s, 1H), 9.37 (s, 1H), 8.37 (d, J=2.4 Hz, 1H), 7.76 (s, 1H), 7.60–7.42 (m, 5H), 7.25–7.19 (m, 4H), 7.16–7.10 m, 2H), 4.57 (t, J=6.8 Hz, 2H), 2.98 (m, 2H), 2.01 (m, 2H). Found: C, 67.36; H, 4.29; N, 5.36. C29H21ClN2SO3.114H2O requires C, 67.31; H, 4.19; N, 5.41.

출처