【结 构 式】 |
【分子编号】28550 【品名】6,7-dichloro-5,8-quinoxalinedione 【CA登记号】 |
【 分 子 式 】C8H2Cl2N2O2 【 分 子 量 】229.02156 【元素组成】C 41.96% H 0.88% Cl 30.96% N 12.23% O 13.97% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号:(I)Treatment of 6,7-dichloro-5,8-quinoxalinedione (I) with sodium azide in AcOH afforded azide (II), which was reduced to amine (III) using NaBH4. Acetylation of (III) with Ac2O and a catalytic amount of H2SO4 yielded amide (IV). Subsequent reaction of (IV) with 4-bromoaniline (V) produced the corresponding (4-bromophenyl)aminoquinoxaline (VI). Finally, conversion of (VI) into the target imidazole was performed by treatment with NaOH in refluxing EtOH.
【1】 Yoo, H.-W.; Suh, M.-E.; Park, S.W.; Synthesis and cytotoxicity of 2-methyl-4,9-dihydro-1-substituted-1H-imidazo[4,5-g]quinoxaline-4,9-diones and 2,3-disubstituted-5,10-pyrazino[2,3-g]quinoxalinediones. J Med Chem 1998, 41, 24, 4716. |
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) | 28550 | 6,7-dichloro-5,8-quinoxalinedione | C8H2Cl2N2O2 | 详情 | 详情 | |
(II) | 28551 | 6-azido-7-chloro-5,8-quinoxalinedione | C8H2ClN5O2 | 详情 | 详情 | |
(III) | 28552 | 6-amino-7-chloro-5,8-quinoxalinedione | C8H4ClN3O2 | 详情 | 详情 | |
(IV) | 28553 | N-(7-chloro-5,8-dioxo-5,8-dihydro-6-quinoxalinyl)acetamide | C10H6ClN3O3 | 详情 | 详情 | |
(V) | 22531 | 4-Bromoaniline; 4-Bromophenylamine | 106-40-1 | C6H6BrN | 详情 | 详情 |
(VI) | 28554 | N-[7-(4-bromoanilino)-5,8-dioxo-5,8-dihydro-6-quinoxalinyl]acetamide | C16H11BrN4O3 | 详情 | 详情 |
Extended Information