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【结 构 式】 
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【分子编号】37144 【品名】1-[3-([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)propoxy]-2,4,5-trichlorobenzene 【CA登记号】 |
【 分 子 式 】C11H14Cl3N5O2 【 分 子 量 】354.62276 【元素组成】C 37.26% H 3.98% Cl 29.99% N 19.75% O 9.02% |
合成路线1
该中间体在本合成路线中的序号：(VIII)The reaction of 2,4,5-trichlorophenol (I) with 1,3-dibromopropane (II) by means of refluxing 25% aqueous NaOH gives 3-(2,4,5-trichlorophenoxy)propyl bromide (III), which is condensed with benzhydroxamic acid (IV) by means of NaOH in refluxing methanol yielding 3-(2,4,5-trichlorophenoxy)propyl benzhydroxamate (V). The hydrolysis of (V) with HCl in refluxing methanol affords 3-(2,4,5-trichlorophenoxy)propyloxyamine (VI), which is then condensed with dicyandiamide (VII) in refluxing ethanol to give 3'-(2,4,5-trichlorophenoxy)propyloxydiguanide (VIII). Finally, this compound is cyclized with acetone (IX) by means of HCl.
| 【1】 Castañer, J.; Thorpe, P.J.; Blancafort, P.; Serradell, M.N.; BRL-6231. Drugs Fut 1982, 7, 10, 724. |
| 【2】 Mamalis, P.; Outred, D.I. (SmithKline Beecham plc); Di-hydro triazine derivatives and processes for their manufacture. DE 1957769; ES 373657; FR 2023866; GB 1270831 . |
| 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) | 16126 | 2,4,5-trichlorophenol | 95-95-4 | C6H3Cl3O | 详情 | 详情 |
| (II) | 12581 | 1,3-Dibromopropane | 109-64-8 | C3H6Br2 | 详情 | 详情 |
| (III) | 37140 | 1-(3-bromopropoxy)-2,4,5-trichlorobenzene; 3-bromopropyl 2,4,5-trichlorophenyl ether | C9H8BrCl3O | 详情 | 详情 | |
| (IV) | 37141 | N-hydroxybenzenecarboximidic acid | C7H7NO2 | 详情 | 详情 | |
| (V) | 37142 | N-[3-(2,4,5-trichlorophenoxy)propoxy]benzenecarboximidic acid | C16H14Cl3NO3 | 详情 | 详情 | |
| (VI) | 37143 | O-[3-(2,4,5-trichlorophenoxy)propyl]hydroxylamine; 1-[3-(aminooxy)propoxy]-2,4,5-trichlorobenzene | C9H10Cl3NO2 | 详情 | 详情 | |
| (VII) | 23611 | N-cyanoguanidine | 461-58-5 | C2H4N4 | 详情 | 详情 |
| (VIII) | 37144 | 1-[3-([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)propoxy]-2,4,5-trichlorobenzene | C11H14Cl3N5O2 | 详情 | 详情 | |
| (IX) | 23199 | 2-Propanone; Acetone; beta-ketopropane; chevron acetone;propan-2-one； Dimethyl formaldehyde; Dimethyl ketone; dimethylketal; Ketone propane; Methyl ketone; Propanone; Pyroacetic acid; Pyroacetic ether | 67-64-1 | C3H6O | 详情 | 详情 |