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4-Iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

→

9-Hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

수율 89.5%

용매

Water

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후처리

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   기타to dry
3. 3
   기타freshly-prepared pyridine hydrochloride
4. 4
   기타melt at 200° C. under a CaCl2 drying
5. 5
   추출the mixture was extracted with EtOAc
6. 6
   건조The EtOAc extracts were dried
7. 7
   기타the drying agent was removed
8. 8
   농축the solution was concentrated to dryness
9. 9
   기타to give a solid which
10. 10
    기타was chromatographed on silica
11. 11
    세척Elution with EtOAc

실험 절차

Powdered 4-Iodo-9-methoxypyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (0.50 g, 1.27 mmol) prepared as in example 6 was added in one portion to dry, freshly-prepared pyridine hydrochloride melt at 200° C. under a CaCl2 drying tube and the mixture was stirred at this temperature for 15 min. Water was added and the mixture was extracted with EtOAc. The EtOAc extracts were dried, the drying agent was removed and the solution was concentrated to dryness to give a solid which was chromatographed on silica. Elution with EtOAc gave 9-Hydroxy-4-iodopyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione (8) (0.43 g, 89%) as an orange powder; mp>350° C. 1H NMR δ [(CD3)2SO] 11.76 (br s, 1H), 11.24 (br s, 1H), 9.29 (br s, 1H), 8.27 (d, J=2.4 Hz, 1H), 8.13 (s, 1H), 7.44 (d, J=8.7 Hz, 1H), 7.08 (dd, J=8.7, 2.4 Hz, 1H). Found: C, 44.90; H, 1.79; N, 7.14. C14H71N2O3 requires C, 44.47; H, 1.87; N, 7.40.

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