|
【结 构 式】 
|
【分子编号】30369 【品名】2,3-dihydro[1,4]dithiino[2,3-c]furan-5,7-dione 【CA登记号】 |
【 分 子 式 】C6H4O3S2 【 分 子 量 】188.22796 【元素组成】C 38.29% H 2.14% O 25.5% S 34.07% |
合成路线1
该中间体在本合成路线中的序号：(I)The cyclization of 5,6-dihydro-1,4-dithiine-2,3-dicarboxylic acid anhydride (I) with 2-amino-7-hydroxy-1,8-naphthyridine (II) by means of acetic acid in refluxing diphenyl-diphenyl ether gives 6-(7-hydroxy-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole-5,7-dione (III), which is treated with POCl3 in hot DMF to yield 6-(7-chloro-1,8-naphthyridin-2-yl)-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrole-5,7-dione (IV). The reduction of (IV) with NaBH4 in methanol affords 6-(7-chloro-1,8-naphthyridin-2-yl)-5-hydroxy-2,3,6,7-tetrahydro-1,4-dithiino[2,3-c]pyrrol-7-one (V), which is finally condensed with 1-chlorocarbonyl-4-methylpiperazine (VI) by means of NaH in DMF.
| 【1】 Jeanmart, C.; Leger, A.; Messer, M.N. (Aventis Pharma SA); 1,4-Dithiimo[2,3-c]pyrrole derivatives. CA 989841; DE 2360362; FR 2208651; FR 2209129; FR 2258182; GB 1397060; JP 7493392; NL 7316162; US 3948917; US 3966931; ZA 7309139 . |
| 【2】 Castaner, J.; Serradell, M.N.; Souto, M.E.; Suriclone. Drugs Fut 1984, 9, 3, 206. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 30369 | 2,3-dihydro[1,4]dithiino[2,3-c]furan-5,7-dione | C6H4O3S2 | 详情 | 详情 | |
| (II) | 28994 | 7-amino[1,8]naphthyridin-2-ol | C8H7N3O | 详情 | 详情 | |
| (III) | 28996 | 6-(7-hydroxy[1,8]naphthyridin-2-yl)-2,3-dihydro-5H-[1,4]dithiino[2,3-c]pyrrole-5,7(6H)-dione | C14H9N3O3S2 | 详情 | 详情 | |
| (IV) | 28997 | 6-(7-chloro[1,8]naphthyridin-2-yl)-2,3-dihydro-5H-[1,4]dithiino[2,3-c]pyrrole-5,7(6H)-dione | C14H8ClN3O2S2 | 详情 | 详情 | |
| (V) | 28998 | 6-(7-chloro[1,8]naphthyridin-2-yl)-7-hydroxy-2,3,6,7-tetrahydro-5H-[1,4]dithiino[2,3-c]pyrrol-5-one | C14H10ClN3O2S2 | 详情 | 详情 | |
| (VI) | 30370 | 4-methyl-1-piperazinecarbonyl chloride | C6H11ClN2O | 详情 | 详情 |