Nuclear magnetic resonacne characterization of 6(8)-amino-3h-benzo[d][1,2]oxazine-1,4-dione
文献类型：期刊论文
| 作者 | Jiang, ZJ; Yuan, XH; Xu, JW |
| 刊名 | Chinese journal of analytical chemistry
 |
| 出版日期 | 2006-04-01 |
| 卷号 | 34期号:4页码:539-542 |
| 关键词 | Nuclear magnetic resonance 6(8)-aniino-3h-benzo[d][1,2] oxazine-1,4-dione Substituent effect |
| ISSN号 | 0253-3820 |
| 通讯作者 | Xu, jw() |
| 英文摘要 | As one analogue of thalidomide, n-hydroxy phthalimide has more potent inhibition activity to tumor necrosis factor-alpha(tnf-alpha) than thalidomide itself. to get more potent inhibitors to tnf-alpha, we hope to synthesize amino substituted n-hydroxy phthalimides (3a,3b). the reported synthesis of 3b needed four steps. we tried heating the mixture of 3-nitro or 4-nitro phthalic anhydrides, hydroxylamine hydrochloride and sodium bicarbonate, the reaction afforded corresponding nitro substituted n-hydrox phthalimides 1a and 1b in yield of about 40% indeed, but it afforded other two unreported compounds (2a, 2d) and (2b, 2c) in yield about 20% at the same time, with each compound having two possible structures 2a, 2d for 4 and 2b, 2c for 5. catalytic hydrogenation all compounds 1a, 1b, 4 and 5 with 10% palladium-carbon afforded corresponding amino substituted compounds 3a,3b, 6 and 7 nearly quantitively. like compound 4 and 5, both compound 6 and 7 have two possible structures 4a,4d for 6 and 4b,4c for 7. if the structures of compound 6 and 7 can be determined, the structure of 4 and 5 can also be determined by deducing from 6 and 7. in this study, structures of 6 (8) -amino-3h-benzo [d] [1,2]oxazine-1, 4-dione were studied by nuclear magnetic resonance. their h-1 and c-13 spectra were assigned completely, which were further confirmed by 2d h-1-h-1 correlation spectrometry (cosy), h-1-c-13 heteronuclear multiple quantum correlation (hmqc) and h-1-c-13 long-range heteronuclear multiple bond correlation (hmbc) methods. |
| WOS研究方向 | Chemistry |
| WOS类目 | Chemistry, Analytical |
| 语种 | 英语 |
| WOS记录号 | WOS:000237325400025 |
| 出版者 | SCIENCE PRESS |
| URI标识 | http://www.irgrid.ac.cn/handle/1471x/2378903 |
| 专题 | 中国科学院大学 |
| 通讯作者 | Xu, JW |
| 作者单位 | 1.Chinese Acad Sci, Changchun Inst Appl Chem, Natl Analyt Res Ctr Electrochem & Spect, Changchun 130022, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Jiang, ZJ,Yuan, XH,Xu, JW. Nuclear magnetic resonacne characterization of 6(8)-amino-3h-benzo[d][1,2]oxazine-1,4-dione[J]. Chinese journal of analytical chemistry,2006,34(4):539-542. |
| APA | Jiang, ZJ,Yuan, XH,&Xu, JW.(2006).Nuclear magnetic resonacne characterization of 6(8)-amino-3h-benzo[d][1,2]oxazine-1,4-dione.Chinese journal of analytical chemistry,34(4),539-542. |
| MLA | Jiang, ZJ,et al."Nuclear magnetic resonacne characterization of 6(8)-amino-3h-benzo[d][1,2]oxazine-1,4-dione".Chinese journal of analytical chemistry 34.4(2006):539-542. |
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来源：中国科学院大学
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