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【结 构 式】 
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【分子编号】13466 【品名】2-(Cyclohexyloxy)aniline; 2-(Cyclohexyloxy)phenylamine 【CA登记号】 |
【 分 子 式 】C12H17NO 【 分 子 量 】191.27312 【元素组成】C 75.35% H 8.96% N 7.32% O 8.36% |
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：(IV)The condensation of 2-fluoronitrobenzene (I) with cyclohexanol (II) by means of NaH gives 2-(cyclohexyloxy)nitrobenzene (III), which is reduced with H2 over Pd/C in methanol yielding 2-(cyclohexyloxy)aniline (IV). The acylation of (IV) with methanesulfonyl chloride (V) in pyridine affords N-(2-cyclohexyloxy phenyl)methanesulfonamide (VI), which is finally nitrated with concentrated HNO3 in hot acetic acid.
| 【1】 Yoshikawa, K.; Ohuchi, Y.; Sekiuchi, K.; Saito, S.; Hatayama, K.; Sota, K. (Taisho Pharmaceutical Co., Ltd.); Sulfoanilide cpds. EP 0317332; JP 1990000268 . |
| 【2】 Yoshikawa, K.; Ohuchi, H.; Saito, H.; Nakajima, Y.; Hatayama, K.; Soda, H. (Taisho Pharmaceutical Co., Ltd.); Antiinflammatories, analgesics and antipyretics. JP 1990300122 . |
| 【3】 Prous, J.; Castaner, J.; Mealy, N.; NS-398. Drugs Fut 1993, 18, 7, 603. |
| 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) | 13463 | o-Fluoronitrobenzene; 1-fluoro-2-nitrobenzene | 1493-27-2 | C6H4FNO2 | 详情 | 详情 |
| (II) | 11306 | Cyclohexanol | 108-93-0 | C6H12O | 详情 | 详情 |
| (III) | 13465 | Cyclohexyl 2-nitrophenyl ether; 1-(Cyclohexyloxy)-2-nitrobenzene | C12H15NO3 | 详情 | 详情 | |
| (IV) | 13466 | 2-(Cyclohexyloxy)aniline; 2-(Cyclohexyloxy)phenylamine | C12H17NO | 详情 | 详情 | |
| (V) | 13467 | Methanesulfonyl chloride;Mesyl chloride;Methylsulfonyl chloride;Methanesulfonic acid chloride;Methanesulfonyl chloride;Methanesulphonyl chloride | 124-63-0 | CH3ClO2S | 详情 | 详情 |
| (VI) | 13468 | N-[2-(Cyclohexyloxy)phenyl]methanesulfonamide | C13H19NO3S | 详情 | 详情 |
Extended Information