Imazalil, Enilconazol, Enilconazole, R-23979, Imaverol

合成路线:The bromination of 2,4-dichloroacetophenone (X) with Br2 in refluxing methanol gives 2,4-dichlorophenacyl bromide (XI),which is condensed with 1H-imidazole (IX) in methanol to yield 2,4-dichloro-alpha-(1-imidazolyl)acetophenone (XII).The reduction of (XII) with NaBH4 in refluxing methanol affords 1-(2,4-chlorophenyl)-2-(1-imidazolyl)ethanol (XIII),which is finally alkylated with allyl chloride (IV) and NaH in refluxing DMF.

参考文献标题:
文献作者:Godefroi,E.F.; Schuermans,J.L.
参考来源:US 3658813


合成路线:The esterification of 2,4-dichloromandelic acid (I) with methanol and sulfuric acid gives the corresponding methyl ester (II),which by treatment with NH3 in methanol yields 2,4-dichloromandelamide (III).The alkylation of (III) with allyl chloride (IV) and NaH in THF affords 2-allyloxy-2-(2,4-dichlorophenyl)acetamide (V),which is hydrolyzed with refluxing aqueous HCl giving 2-allyloxy-2-(2,4-dichlorophenyl)acetic acid (VI).The reduction of (VI) with LiAlH4 in refluxing ether yields 2-allyloxy-2-(2,4-dichlorophenyl)ethanol (VII),which is esterified with methanesulfonyl chloride in pyridine to afford 2-allyloxy-2-(2,4-dichlorophenyl) ethanol methanesulfonate (VIII).Finally,this compound is condensed with 1H-imidazole (IX) in refluxing DMF.

合成路线:The bromination of 2,4-dichloroacetophenone (X) with Br2 in refluxing methanol gives 2,4-dichlorophenacyl bromide (XI),which is condensed with 1H-imidazole (IX) in methanol to yield 2,4-dichloro-alpha-(1-imidazolyl)acetophenone (XII).The reduction of (XII) with NaBH4 in refluxing methanol affords 1-(2,4-chlorophenyl)-2-(1-imidazolyl)ethanol (XIII),which is finally alkylated with allyl chloride (IV) and NaH in refluxing DMF.
参考文献标题:Imazalil
文献作者:Serradell,M.N.; Blancafort,P.; Casta馿r,J.; de Angelis,L.
参考来源:Drugs Fut 1982,7(4),254