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【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