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【结 构 式】 
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【分子编号】24779 【品名】N-(benzyloxy)benzamide 【CA登记号】 |
【 分 子 式 】C14H13NO2 【 分 子 量 】227.26276 【元素组成】C 73.99% H 5.77% N 6.16% O 14.08% |
合成路线1
该中间体在本合成路线中的序号：(III)The reaction of benzohydroxamic acid (I) with benzyl bromide (II) by means of NaOH on ethanol gives the corresponding benzyl ester (III), which is treated with HCl yielding O-benzylhydroxylamine (IV). The reaction of (IV) with dicyaniamide (V) in ethanol affords the biguanide (VI), which is cyclized with cyclopentanone (VII) and HCl giving 1-benzyloxy-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine (VIII). The debenzylation of (VIII) with H2 over PtO2 in ethanol yields 1-hydroxy-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine (IX), which is finally condensed with 1,6-dibromohexane (X) by means of NaOH in methanol.
| 【1】 Zhang, X.P.; Shen, J.; Xin, Z.M.; Qiu, Q.P.; Zhou, W.C.; Synthesis and antiprotozoal activities of some new triazine derivatives including a new antitrypanosomal agent: SIPI-1029. Acta Pharm Sin 1996, 31, 11, 823. |
| 【2】 Zhou, W.; Zhang, X.; Trybizine Hydrochloride. Drugs Fut 1999, 24, 10, 1084. |
| 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) | 24777 | N-hydroxybenzamide | 495-18-1 | C7H7NO2 | 详情 | 详情 |
| (II) | 12912 | 1-(Bromomethyl)benzene; Alpha-bromotoluene | 100-39-0 | C7H7Br | 详情 | 详情 |
| (III) | 24779 | N-(benzyloxy)benzamide | C14H13NO2 | 详情 | 详情 | |
| (IV) | 14640 | O-benzylhydroxylamine; 1-[(aminooxy)methyl]benzene | 622-33-3 | C7H9NO | 详情 | 详情 |
| (V) | 23611 | N-cyanoguanidine | 461-58-5 | C2H4N4 | 详情 | 详情 |
| (VI) | 24782 | 1-[([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)methyl]benzene | C9H13N5O | 详情 | 详情 | |
| (VII) | 15113 | cyclopentanone | 120-92-3 | C5H8O | 详情 | 详情 |
| (VIII) | 24784 | 10-(benzyloxy)-6,8,10-triazaspiro[4.5]deca-6,8-diene-7,9-diamine | C14H19N5O | 详情 | 详情 | |
| (IX) | 24785 | 7,9-diamino-6,8,10-triazaspiro[4.5]deca-7,9-dien-6-ol | C7H13N5O | 详情 | 详情 | |
| (X) | 24786 | 1,6-dibromohexane | 629-03-8 | C6H12Br2 | 详情 | 详情 |