公开(公告)号：US5932738A

公开(公告)日：1999-08-03

申请号：US170642

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

摘要翻译： 本发明涉及一种制备α-氯代酮化合物的方法，其包括以下步骤：（i）使炔基酰胺环化以形成5-亚甲基恶唑啉（ii）使用三氯异氰脲酸氯化5-亚甲基恶唑啉以产生氯化恶唑啉中间体， （iii）用含水酸水解氯代恶唑啉中间体以产生所需的一氯代酮，其中Z是烷基或取代的烷基，芳基或取代的芳基，杂芳基或取代的杂芳基或亚苯基，R是氢原子或烷基，R 1和R 2各自 独立地是烷基或取代的烷基，或者R 1和R 2与它们所连接的碳原子一起形成环状结构。 此外，当R是氢原子时，可以通过调整反应条件方便地形成二氯酮。

公开(公告)号：US5929287A

公开(公告)日：1999-07-27

申请号：US59062

申请日：1998-04-13

申请人： Renee Caroline Roemmele ,  Heather Lynnette Rayle

发明人： Renee Caroline Roemmele ,  Heather Lynnette Rayle

IPC分类号： A01N35/02 ,  C07B39/00 ,  C07C45/42 ,  C07C45/51 ,  C07C45/54 ,  C07C45/56 ,  C07C49/16 ,  C07C49/457 ,  C07C67/287 ,  C07C69/63 ,  C07C45/00

CPC分类号： C07C45/54 ,  C07B39/00 ,  C07C45/42 ,  C07C45/51 ,  C07C45/511 ,  C07C45/562

摘要： This invention relates to a process for the selective monochlorination or dichlorination of certain substituted alkenes using trichloroisocyanuric acid. The chlorinated alkenes can be easily hydrolyzed to provide .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones with a high degree of selectivity. The resulting .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones have utility as fungicides or function as useful intermediates for fungicides.

摘要翻译： 本发明涉及使用三氯异氰脲酸对某些取代烯烃进行选择性一氯化或二氯化的方法。 氯代烯烃可以容易地水解，以提供高选择性的α-单氯代酮或α，α-二氯酮。 所得的α-单氯代酮或α，α-二氯酮可用作杀真菌剂或作为杀真菌剂的有用中间体。

公开(公告)号：US5925763A

公开(公告)日：1999-07-20

申请号：US170344

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D213/02 ,  C07C233/01 ,  C07C233/11

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid top produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichioroketone can be conveniently formed through adjustment of reaction conditions.

摘要翻译： 本发明涉及一种制备α-氯代酮化合物的方法，其包括以下步骤：（i）使炔基酰胺环化以形成5-亚甲基恶唑啉（ii）使用三氯异氰脲酸氯化5-亚甲基恶唑啉以产生氯化恶唑啉中间体， （iii）用酸水溶液水解氯代恶唑啉中间体产生所需的单氯代酮，其中Z是烷基或取代的烷基，芳基或取代的芳基，杂芳基或取代的杂芳基或亚苯基，R是氢原子或烷基，R1和R2是 各自独立地是烷基或取代的烷基，或者R 1和R 2与它们所连接的碳原子一起形成环状结构。 此外，当R为氢原子时，通过调整反应条件可以方便地形成二酮酮。

公开(公告)号：US6147220A

公开(公告)日：2000-11-14

申请号：US79639

申请日：1998-05-15

申请人： Renee Caroline Roemmele ,  Heather Lynnette Rayle

发明人： Renee Caroline Roemmele ,  Heather Lynnette Rayle

IPC分类号： C07C231/10 ,  C07C231/14 ,  C07C233/30 ,  C07C233/31 ,  C07C233/76 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D263/08 ,  C07D413/02

CPC分类号： C07D263/52 ,  C07C231/14 ,  C07D263/32 ,  C07D413/04

摘要： This invention provides a process for the preparation of a 5-methylene-1,3-oxazoline from an alkyl ketone by reacting the alkyl ketone with an acetylating agent and an acid catalyst in an appropriate solvent and at an appropriate temperature. The resulting 5-methylene-1,3-oxazoline can be chlorinated and subsequently hydrolyzed to form an .alpha.-chloroketone which is useful as a fungicide.

摘要翻译： 本发明提供了一种通过使烷基酮与乙酰化剂和酸催化剂在合适的溶剂中和适当的温度下由烷基酮制备5-亚甲基-1,3-恶唑啉的方法。 所得的5-亚甲基-1,3-恶唑啉可以被氯化并随后水解形成可用作杀真菌剂的α-氯代酮。

公开(公告)号：US5859254A

公开(公告)日：1999-01-12

申请号：US58832

申请日：1998-04-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D213/02 ,  C07C235/12

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

摘要翻译： 本发明涉及一种制备α-氯代酮化合物的方法，包括以下步骤：（i）使炔基酰胺环化以形成5-亚甲基恶唑啉（ii）使用三氯异氰脲酸氯化5-亚甲基恶唑啉以产生氯代 恶唑啉中间体+图像＆gt;和（iii）用含水酸水解氯代恶唑啉中间体以产生所需的单氯代酮其中Z是烷基或取代的烷基，芳基或取代的芳基，杂芳基或取代的杂芳基或亚苯基 R为氢原子或烷基，R 1和R 2各自独立地为烷基或取代的烷基，或者R 1和R 2与它们所连接的碳原子一起形成环状结构。 此外，当R是氢原子时，可以通过调整反应条件方便地形成二氯酮。

公开(公告)号：US5977368A

公开(公告)日：1999-11-02

申请号：US170648

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D213/02 ,  C07C235/12

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

公开(公告)号：US5959114A

公开(公告)日：1999-09-28

申请号：US170643

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D263/12

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

摘要翻译： 本发明涉及一种制备α-氯代酮化合物的方法，其包括以下步骤：（i）使炔基酰胺环化以形成5-亚甲基恶唑啉（ii）使用三氯异氰脲酸氯化5-亚甲基恶唑啉以产生氯化恶唑啉中间体， （iii）用含水酸水解氯代恶唑啉中间体以产生所需的一氯代酮，其中Z是烷基或取代的烷基，芳基或取代的芳基，杂芳基或取代的杂芳基或亚苯基，R是氢原子或烷基，R 1和R 2是 各自独立地是烷基或取代的烷基，或者R 1和R 2与它们所连接的碳原子一起形成环状结构。 此外，当R是氢原子时，可以通过调整反应条件方便地形成二氯酮。

公开(公告)号：US5942621A

公开(公告)日：1999-08-24

申请号：US170641

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

公开(公告)号：US5936096A

公开(公告)日：1999-08-10

申请号：US170345

申请日：1998-10-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens

IPC分类号： B01J23/04 ,  C07B61/00 ,  C07C231/10 ,  C07C233/31 ,  C07C233/76 ,  C07D263/14 ,  C07D263/32 ,  C07D263/52 ,  C07D413/04 ,  C07D263/10

CPC分类号： C07D263/52 ,  C07C231/10 ,  C07D263/14 ,  C07D263/32 ,  C07D413/04 ,  C07C2101/14

摘要： This invention relates to a process for the preparation of an .alpha.-chloroketone compound comprising the steps of(i) cyclizing an alkynyl amide to form a 5-methyleneoxazoline ##STR1## (ii) chlorinating the 5-methyleneoxazoline using trichloroisocyanuric acid to produce a chlorinated oxazoline intermediate ##STR2## and (iii) hydrolyzing the chlorinated oxazoline intermediate with an aqueous acid to produce the desired monochloroketone ##STR3## wherein Z is alkyl or substituted alkyl, aryl or substituted aryl, heteroaryl or substituted heteroaryl or phenylene,R is a hydrogen atom or alkyl, andR.sup.1 and R.sup.2 are each independently an alkyl or substituted alkyl group, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a cyclic structure.Additionally, when R is a hydrogen atom, a dichloroketone can be conveniently formed through adjustment of reaction conditions.

公开(公告)号：US5922916A

公开(公告)日：1999-07-13

申请号：US058827

申请日：1998-04-13

申请人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens ,  Joshua Anthony Chong ,  Fereydon Abdesaken ,  Charles Chao Wu

发明人： Heather Lynnette Rayle ,  Renee Caroline Roemmele ,  Randall Wayne Stephens ,  Joshua Anthony Chong ,  Fereydon Abdesaken ,  Charles Chao Wu

IPC分类号： C07D213/82 ,  A01N37/18 ,  B01J27/122 ,  C07B39/00 ,  C07B61/00 ,  C07C221/00 ,  C07C225/06 ,  C07C225/10 ,  C07C231/02 ,  C07C233/31 ,  C07C233/61 ,  C07C233/76 ,  C07C209/36

CPC分类号： C07C221/00

摘要： The present invention relates to a process for preparing 5-methylene cyclic carbamates either by cyclization of an alkynyl amine with carbon dioxide in the presence of a copper catalyst or by forming an isocyanate from a substituted acetoacetamide followed by hydrolysis. The 5-methylene cyclic carbamates by either method are converted to 5-(chloromethylene) cyclic carbamates, using trichloroisocyanuric acid, followed by hydrolysis to a chloroketoamine.The chloroketoamine from the process of this invention additionally can be reacted with an organic acid chloride to form an amide compound which is useful as a fungicide.

摘要翻译： 本发明涉及一种通过在铜催化剂存在下使炔基胺与二氧化碳环化或通过由取代的乙酰乙酰胺形成异氰酸酯然后水解制备5-亚甲基环状氨基甲酸酯的方法。 通过任一方法将5-亚甲基环状氨基甲酸酯转化为5-（氯亚甲基）环状氨基甲酸酯，使用三氯异氰脲酸，然后水解成氯酮胺。 本发明方法的氯代胺胺另外可以与有机酰氯反应形成可用作杀真菌剂的酰胺化合物。