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【结 构 式】 
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【分子编号】59309 【品名】4-iodo-3-nitrobenzoic acid 【CA登记号】 |
【 分 子 式 】C7H4INO4 【 分 子 量 】293.01757 【元素组成】C 28.69% H 1.38% I 43.31% N 4.78% O 21.84% |
合成路线1
该中间体在本合成路线中的序号：(I)The title benzamide derivative was prepared from 4-iodo-3-nitrobenzoic acid (I), by activation as the corresponding acid chloride (II) with SOCl2 in DMF, followed by quenching with concentrated ammonium hydroxide.
| 【1】 Kun, E.; Mendeleyev, J.; Kirsten, E. (Octamer, Inc.); Novel aromatic and nitroso cpds. and their metabolites useful as anti-viral and anti-tumor agents. WO 9426730 . |
合成路线2
该中间体在本合成路线中的序号：(I)Iniparib can be prepared from 4-iodo-3-nitrobenzoic acid (I) by activation as the corresponding acid chloride (II) with SOCl2 in DMF, followed by quenching with concentrated ammonium hydroxide .
Alternatively, by reaction of 4-bromobenzonitrile (III) with KNO3 in the presence of H2SO4 to give 4-bromo-3-nitrobenzamide (IV) and finally Ni-catalyzed iodination using NaI, NiBr2 and Bu3P in NMP at 140 °C
| 【1】 Mendeleyev, J., Kun, E., Kirsten, E. (Octamer, Inc.). Novel aromatic and nitroso compounds and their metabolites useful as anti-viral and antitumor agents. WO 1994026730. |
| 【2】 Cant, A.A., Bhalla, R., Pimlott, S.L., Sutherland, A. Nickel-catalysed aromatic Finkelstein reaction of aryl and heteroaryl bromides. Chem Commun (London) 2012, 48(33): 3993-5. |