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【结 构 式】 
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【分子编号】39044 【品名】2-[2-chloro-4-(1H-1,2,3,4-tetraazol-5-yl)phenoxy]nicotinic acid 【CA登记号】 |
【 分 子 式 】C13H8ClN5O3 【 分 子 量 】317.69112 【元素组成】C 49.15% H 2.54% Cl 11.16% N 22.04% O 15.11% |
合成路线1
该中间体在本合成路线中的序号：(IV)This compound can be prepared by two related ways: 1) The condensation of 2-chloronicotinic acid (I) with 3-chloro-4-hydroxybenzonitrile (II) by means of sodium methoxide in nitrobenzene at 180 C gives 2-(2-chloro-4-cyanophenoxy)nicotinic acid (III), which by reaction with sodium azide in DMF at 100 C is converted into 2-[2-chloro-4(1H)-tetrazol-5-yl)phenoxy]nicotinic acid (IV). Finally, this compound is cyclized with H2SO4 at 180 C. 2) The cylization of gives 2-(2-chloro-4-cyanophenoxy)nicotinic acid (III) with H2SO4 at 180 C gives 9-chloro-5-oxo-5H-[1]benzopyrano[2,3]pyridine-4-carbonitrile (V) , which is then treated with sodium azide.
| 【1】 Ohe, T.; Tsuruda, M.; JP 76113899 . |
| 【2】 Ohe, T.; Tsuruda, M.; US 4085111 . |
| 【3】 Castaner, J.; Hillier, K.; Y-12141. Drugs Fut 1980, 5, 5, 261. |
| 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) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (II) | 39042 | 3-chloro-4-hydroxybenzonitrile | C7H4ClNO | 详情 | 详情 | |
| (III) | 39043 | 2-(2-chloro-4-cyanophenoxy)nicotinic acid | C13H7ClN2O3 | 详情 | 详情 | |
| (IV) | 39044 | 2-[2-chloro-4-(1H-1,2,3,4-tetraazol-5-yl)phenoxy]nicotinic acid | C13H8ClN5O3 | 详情 | 详情 | |
| (V) | 39045 | 9-chloro-5-oxo-5H-chromeno[2,3-b]pyridine-7-carbonitrile | C13H5ClN2O2 | 详情 | 详情 |