公开(公告)号：US4124767A

公开(公告)日：1978-11-07

申请号：US754691

申请日：1976-12-27

申请人： Georg Mixich ,  Kurt Thiele ,  Johanna Fischer

发明人： Georg Mixich ,  Kurt Thiele ,  Johanna Fischer

IPC分类号： A01N43/50 ,  A61K31/415 ,  A61P31/04 ,  C07D233/56 ,  C07D233/61 ,  C07D521/00 ,  C07D233/60

CPC分类号： C07D231/12 ,  C07D233/56 ,  C07D249/08

摘要： Imidazolyl oxime ethers (I) are disclosed which contain an aromatic or heteroaromatic grouping linked to the carbon atom of the oxime ether, the oxime being etherified by a variety of groups; aliphatic, aromatic, heteroaromatic, cycloaliphatic and aliphatic substituted by aromatic, heteroaromatic or cycloaliphatic groups. The compounds are obtained from the corresponding ketones by reaction with O-substituted hydroxylamines or by reaction of metal oximates with halides of the required etherifying group. The said products (I) possess antimycotic and bactericidal activity.

摘要翻译： 公开了咪唑基肟醚（I），其含有与肟醚的碳原子连接的芳族或杂芳族基团，肟由各种基团醚化; 脂族，芳族，杂芳族，脂环族和被芳族，杂芳族或脂环族基团取代的脂族。 通过与O-取代的羟胺反应或通过金属肟酸酯与所需醚化基团的卤化物的反应，从相应的酮获得化合物。 所述产物（I）具有抗真菌和杀菌活性。

公开(公告)号：US4550175A

公开(公告)日：1985-10-29

申请号：US589938

申请日：1984-03-15

申请人： Georg Mixich ,  Kurt Thiele

发明人： Georg Mixich ,  Kurt Thiele

IPC分类号： C07D233/61 ,  A61K31/415 ,  A61P31/04 ,  C07D20060101 ,  C07D233/00 ,  C07D233/56 ,  C07D233/58 ,  C07D233/60 ,  C07D233/68 ,  C07D233/70 ,  C07D233/88 ,  C07D233/91 ,  C07D521/00

CPC分类号： C07D231/12 ,  C07D233/56 ,  C07D249/08

摘要： For preparing substantially pure (Z)-1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)-0-(2,4-dichlorobenzyl)-ethanone oxime ether having the formula ##STR1## i.e. the cis-isomer of said oxime ether in a stereospecifically pure form, the pure (Z)-stereoisomer of the corresponding ethanone oxime is first converted into an alkali salt in a polar solvent, such as acetone or dimethylformamide, using an alkali in an amount somewhat less than the equimolar amount with respect to the said ethanone oxime, and is then converted to the desired ether by reacting it at a temperature not higher than 40.degree. C. with a halogen compound capable of forming the desired ether. Isolation of the ether product is obtained as the free base or by precipitating it as an acid addition salt upon addition of a suitable organic or mineral acid, preferably nitric acid.

摘要翻译： 为了制备具有下式（I）的基本上纯的（Z）-1-（2,4-二氯苯基）-2-（咪唑-1-基）-O-（2,4-二氯苄基） - 乙酮肟醚 ）即所述肟醚的顺式异构体以立体特异性纯的形式，相应的乙酮肟的纯（Z） - 立体异构体首先在极性溶剂如丙酮或二甲基甲酰胺中转化为碱金属盐，使用碱 相对于所述乙酮肟稍小于等摩尔量的量，然后通过使其在不高于40℃的温度与能够形成所需醚的卤素化合物反应而转化成所需的醚。 获得作为游离碱的醚产物的分离或通过在加入合适的有机或无机酸（优选硝酸）后作为酸加成盐沉淀。

公开(公告)号：US4443612A

公开(公告)日：1984-04-17

申请号：US412943

申请日：1982-08-30

申请人： Georg Mixich ,  Kurt Thiele

发明人： Georg Mixich ,  Kurt Thiele

IPC分类号： C07D233/61 ,  A61K31/415 ,  A61P31/04 ,  C07D20060101 ,  C07D233/00 ,  C07D233/56 ,  C07D233/58 ,  C07D233/60 ,  C07D233/68 ,  C07D233/70 ,  C07D233/88 ,  C07D233/91 ,  C07D521/00

CPC分类号： C07D231/12 ,  C07D233/56 ,  C07D249/08

摘要： 1-Aryl-2-(1H-imidazol-1-yl)-ethanone oxime ethers are known to exist as a mixture of isomers corresponding to the formulae: ##STR1## To prepare such an isomer in a stereospecifically pure form, the pure stereoisomer of the corresponding ethanone oxime is first converted into an alkali salt in a polar solvent, such as acetone or dimethylformamide, using an alkali in an amount somewhat less than the equimolar amount with respect to the said ethanone oxime, and is then converted to the desired ether by reacting it at a temperature not higher than 40.degree. C. with a halogen compound capable of forming the desired ether. Isolation of the ether product is obtained as the free base or by precipitating it as an acid addition salt upon addition of a suitable organic or mineral acid, preferably nitric acid. A stereospecific ethanone oxime in either its trans- or cis-isomer form corresponding to the formula: ##STR2## can be stereospecifically synthesized from the corresponding 2-halogen ethanone having the formula A--CO--CH.sub.2 --Hal (IV) which, in making the cis oxime (II.sub.c), is first converted with imidazole or a suitably substituted derivative thereof and subsequently oximated by reaction with hydroxylamine in the presence of a molar excess of an alkali at an elevated temperature; or which, in preparing the trans oxime (II.sub.t), is first oximated by reaction with hydroxyl-amine under mild conditions and subsequently converted in the cold with imidazole or a suitably substituted derivative thereof. The products are effective fungicides or bactericides and consequently useful as thermotherapeutic agents in combatting undesirable lower plant organisms in the fields of human as well as veterinary medicine and also as fungicides in agriculture and horticulture.

摘要翻译： 已知1-芳基-2-（1H-咪唑-1-基） - 乙酮肟醚以对应于下式的异构体的混合物存在：为了以立体专色纯的形式制备这种异构体，纯立体异构体 相应的乙酮肟首先在极性溶剂如丙酮或二甲基甲酰胺中使用相对于所述乙酮肟稍小于等摩尔量的碱转化为碱金属盐，然后转化为所需的 乙醚在不高于40℃的温度下与能够形成所需醚的卤素化合物反应。 获得作为游离碱的醚产物的分离或通过在加入合适的有机或无机酸（优选硝酸）后作为酸加成盐沉淀。 对应于下式的反式或顺式异构体形式的立体特异性乙酮肟可以由具有式A-CO-CH2-Hal（IV）的相应的2-卤素乙酮立体专一合成： 顺式肟（IIc）首先用咪唑或其适当取代的衍生物转化，然后在高温下在摩尔过量的碱的存在下与羟胺反应肟化; 或在制备反式肟（IIt）时，首先在温和条件下与羟基胺反应，然后用咪唑或其适当取代的衍生物在冷中转化。 这些产品是有效的杀真菌剂或杀菌剂，因此可用作与人类以及兽医学领域中不希望有的低等植物生物体作为热治疗剂，也可用作农业和园艺用杀真菌剂。