2-(2,6-dichlorophenoxy)propanenitrile -Drug Synthesis Database

【结构式】

【分子编号】33576

【品名】2-(2,6-dichlorophenoxy)propanenitrile

【CA登记号】

【分子式】C₉H₇Cl₂NO

【分子量】216.06612

【元素组成】C 50.03% H 3.27% Cl 32.82% N 6.48% O 7.4%

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：(III)

Compound can be prepared in two different ways: 1) The condensation of 2,6-dichlorophenol (I) with alpha-bromopropionitrile (II) by means of K2CO3 in refluxing butanone gives alpha-(2,6-dichlorophenoxy)propionitrile (III), which by hydrolysis with ethanol and HCl affords ethyl ester hydrochloride (IV). Finally, this compound is cyclized with ethylenediamine (A) in ethanol at 70 C. 2) By condensation of sodium 2,6-dichlorophenolate (V) with 2-(alpha-chloroethyl)-2-imidazoline (VI) in refluxing dioxane.

参考文献中间体

合成目标

【1】 Baganz, H.; May, H.J.; Imidazoline derivatives and processes for the production thereof. US 3966757 .
【2】 Baganz, H.; May, H.J; Nouveau procédé de préparation d'aryloxy-isoalcoyl-delta2-imidazolines et de leurs sels d'addition d'acide. CH 529766; DE 1695555; FR 1555168; GB 1181356 .
【3】 Baganz, H.; May, H.J.; Verfahren zur Herstellung von Aryloxyisoalkyl-delta2-imidazolinen und deren Saureadditonssalzen. AT 296285B; CH 539045; DE 1935479; ES 381547 .
【4】 Blancafort, P.; Lofexidine. Drugs Fut 1978, 3, 8, 592.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	14754	ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine	107-15-3	C₂H₈N₂	详情	详情
(I)	33574	2,6-dichlorophenol	87-65-0	C₆H₄Cl₂O	详情	详情
(II)	33575	2-bromopropanenitrile		C₃H₄BrN	详情	详情
(III)	33576	2-(2,6-dichlorophenoxy)propanenitrile		C₉H₇Cl₂NO	详情	详情
(IV)	33577	ethyl 2-(2,6-dichlorophenoxy)propanimidoate		C₁₁H₁₃Cl₂NO₂	详情	详情
(V)	33578	sodium 2,6-dichlorobenzenolate		C₆H₃Cl₂NaO	详情	详情
(VI)	33579	2-(1-chloroethyl)-4,5-dihydro-1H-imidazole		C₅H₉ClN₂	详情	详情

Extended Information