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1. 发明授权

US06265585B1 Process for the preparation of thiazole derivatives 失效
标题翻译：噻唑衍生物的制备方法
公开(公告)号：US06265585B1
公开(公告)日：2001-07-24
申请号：US09341716
申请日：1999-07-15
申请人： Thomas Pitterna , Peter Maienfisch , David John Wadsworth , Laurenz Gsell , Thomas Rapold , Henry Szczepanski
发明人： Thomas Pitterna , Peter Maienfisch , David John Wadsworth , Laurenz Gsell , Thomas Rapold , Henry Szczepanski
IPC分类号： C07D27732
CPC分类号： C07D277/32
摘要： A process for the preparation of a compound of formula (I), wherein X is a leaving group; which process comprises, a) for the preparation of a compound of formula (I) wherein X is —OS(═O)2A and A is as defined in the specification, reacting a compound of formula (II) with a sulfonylating agent; or, b) for the preparation of a compound of formula (I) wherein X is iodine, reacting a compound of formula (III) with an iodinating agent, preferably sodium iodide; or, c) for the preparation of a compound of formula (I) whrein X is bromine, reacting a compound of formula (IV) with a brominating agent; or, d) for the preparation of a compound (I) wherein X is chlorine or bromine, reacting a compound (V), wherein R and X are as defined in the specification, with a chlorinating agent, a compound of formula (Ib), the use thereof and a process for the preparation of a compound of formula (II) and a compound of formula (A) are described.
摘要翻译：一种制备式（I）化合物的方法，其中X是离去基团; 该方法包括a）制备式（I）化合物，其中X为-OS（= O）2A且A如说明书中所定义，式（II）化合物与磺酰化剂反应; 或b）制备其中X为碘的式（I）化合物，使式（III）化合物与碘化剂，优选碘化钠反应; 或者，c）制备式（I）化合物，其中X是溴，式（Ⅳ）化合物与溴化剂反应; 或者d）制备其中X为氯或溴的化合物（I），其中R和X如说明书中所定义的化合物（Ⅴ）与氯化剂，式（Ib）化合物反应，描述了其用途和制备式（II）化合物和式（A）化合物的方法。

2. 发明申请

US20080076920A1 PREPARATION OF THIAZOLES 失效
标题翻译：制备THIAZOLES
公开(公告)号：US20080076920A1
公开(公告)日：2008-03-27
申请号：US11947891
申请日：2007-11-30
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
IPC分类号： C07D417/02 , C07D277/36 , C07D417/14
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： The present disclosure is directed to a process for the preparation of a compound having the formula: wherein R is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted C3-C6cycloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl; and X is a selected leaving group that is not halogen, and may specifically be methylsulfonate, trifluoromethylsulfonate, and p-toluenesulfonate. These compounds are valuable intermediates useful in the synthesis of compounds having pesticidal activity. Generally, the process includes reacting a water-removing reagent, with a compound having the formula Water-removing agents that may be used include thionyl chloride (SOCl2), thionyl bromide (SOBr2), phosphorus oxychloride (POCl3), phosphorus oxybromide (POBr3), phosphorus pentachloride or a sulfonic acid chloride or bromide.
摘要翻译：本公开涉及制备具有下式的化合物的方法：其中R是未取代或取代的C 1 -C 12烷基，未取代或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 4炔基，未取代或取代的C 1 -C 4烷基， 3个C 6环烷基，未取代或取代的芳基，未取代或取代的杂芳基或-SR 1 N; R 1是未取代或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 3 未取代或取代的C 2 -C 4炔基，未取代或取代的环烷基，未取代或取代的芳基或未取代或取代的杂芳基; X是不是卤素的选择的离去基团，可以具体为甲基磺酸酯，三氟甲基磺酸酯和对甲苯磺酸酯。这些化合物是有用的合成具有杀虫活性的化合物的中间体。通常，该方法包括使除水试剂与具有式的化合物反应可以使用的除水剂包括亚硫酰氯（SOCl 2/2），亚硫酰溴（SO 2 R 2）（POCl 3 3），三溴氧化磷（POBr 3 N），五氯化磷或磺酰氯或溴化物。

3. 发明授权

US06548676B1 Preparation of thiazoles 失效
标题翻译：噻唑的制备
公开(公告)号：US06548676B1
公开(公告)日：2003-04-15
申请号：US09331433
申请日：1999-06-18
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan
IPC分类号： C07D27732
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： Described is a process for the preparation of a compound of formula (I) wherein R is unsubstituted or substituted C1-C12alkyl, C2-C4alkenyl, C2-C4alkynyl, C3-C6cycloalkyl, aryl or heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, C2-C4alkenyl, C2-C4alkynyl, cycloalkyl, aryl or heteroaryl; and X is a leaving group; which comprises: a) reacting a compound of formula (II) wherein R is as defined for formula (I), with a water-removing reagent; or b) for the preparation of a compound of formula (I) wherein X is halogen or a sulfonate, reacting a compound of the formula (III) wherein R is as defined for formula (I), with a halogenating or a sulfonylating agent; or c) for the preparation of a compound of formula (I) wherein X is halogen, reacting a compound of formula (IV) wherein R is as defined for formula (I); and wherein R2 and R3 are for example H, C1-C6alkyl, C3-C6cycloalkyl, phenyl or benzyl; with a compound of the formula halogen-C(═O)—O—C1-C8alkyl, halogen-C(═O)—O-aryl or halogen-C(═O)—O-benzyl. Intermediates for the preparation of the synthesis of compounds (II) to (IV) and method of the preparation thereof.
摘要翻译：描述了制备式（I）化合物的方法，其中R是未取代的或取代的C 1 -C 12烷基，C 2 -C 4烯基，C 2 -C 4炔基，C 3 -C 6环烷基，芳基或杂芳基或-SR 1; R1是未取代的或取代的C1-C12烷基，C2-C4链烯基，C2-C4炔基，环烷基，芳基或杂芳基; X为离去群; 其包括：a）使其中R如式（I）所定义的式（II）化合物与除水试剂反应; 或者b）用于制备其中X为卤素或磺酸盐的式（I）化合物，其中R为式（I）所定义的式（III）化合物与卤化剂或磺酰化剂反应; 或c）用于制备其中X为卤素的式（I）化合物，其中R为式（I）所定义的式（IV）化合物; 并且其中R 2和R 3是例如H，C 1 -C 6烷基，C 3 -C 6环烷基，苯基或苄基; 与卤素-C（= O）-O-C 1 -C 8烷基，卤素-C（= O）-O-芳基或卤素-C（= O）-O-苄基的化合物反应。用于制备化合物（II）至（IV）的合成的中间体及其制备方法。

4. 发明授权

US07323564B2 Preparation of thiazoles 失效
标题翻译：噻唑的制备
公开(公告)号：US07323564B2
公开(公告)日：2008-01-29
申请号：US11552255
申请日：2006-10-24
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
IPC分类号： C07D413/14 , C07D277/74 , C07D277/36
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： The present invention is directed to a process for preparing a compound having the formula: wherein R is a range of organic groups and X is a leaving group. The process may include reacting a compound of the formula with a water-removing reagent. Also, when X is a halogen, the process may include reacting a compound of the formula with a halogenating agent or a sulfonylating agent. Alternatively, when X is a halogen, the process may be carried out by reacting a compound of the formula IV where R2 and R3 are defined organic groups with a compound of the formula halogen-C(—O)—O—C1 -C8alkyl, halogen-C(—O)—O-aryl or halogen-C(—O)—O-benzyl.
摘要翻译：本发明涉及制备具有下式的化合物的方法：其中R是有机基团的范围，X是离去基团。该方法可以包括使式的化合物与除水试剂反应。此外，当X是卤素时，该方法可以包括使式的化合物与卤化剂或磺酰化剂反应。或者，当X是卤素时，该方法可以通过使式IV化合物（其中R 2和R 3定义为有机基团）与化合物式中卤素-C（-O）-O-C 1 -C 8烷基，卤素-C（-O）-O-芳基或卤素-C（ - ） - O-苄基。

5. 发明授权

US07161011B2 Preparation of thiazoles 失效
标题翻译：噻唑的制备
公开(公告)号：US07161011B2
公开(公告)日：2007-01-09
申请号：US10400826
申请日：2003-03-27
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan
IPC分类号： C07D277/36
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： Described is a process for the preparation of a compound of the formula wherein R is unsubstituted or substituted C1–C12alkyl, C2–C4alkenyl, C2–C4alkynyl, C3–C6cycloalkyl, aryl or heteroaryl, or —SR1; R1 is unsubstituted or substituted C1–C12alkyl, C2–C4alkenyl, C2–C4alkenyl, C2–C4alkynyl, cycloalkyl, aryl or heteroaryl; and X is a leaving group; which comprises a) reacting a compound of the formula wherein R is as defined for formula (I), with a water removing reagent.
摘要翻译：描述了制备下式化合物的方法，其中R是未取代的或取代的C 1 -C 12烷基，C 2 - C 4链烯基，C 2 -C 4炔基，C 3 -C 6亚烷基，C 3 -C 4炔基，C 3 -C 4炔基，C 3 -C 6亚烷基， >环烷基，芳基或杂芳基，或-SR 1 N; R 1是未取代的或取代的C 1 -C 12烷基，C 2 -C 4烷基， /亚烷基，C 2 -C 4链烯基，C 2 -C 4 - 炔基，环烷基，芳基或杂芳基; X为离去群; 其包括a）使式（I）化合物与式（I）所定义的化合物与除水试剂反应。

6. 发明申请

US20090198054A1 PREPARATION OF THIAZOLES 失效
标题翻译：制备THIAZOLES
公开(公告)号：US20090198054A1
公开(公告)日：2009-08-06
申请号：US12424594
申请日：2009-04-16
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan
IPC分类号： C07D413/02 , C07D277/20 , C07D277/70
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： The present disclosure is directed to a process for the preparation of a compound having the formula: wherein R is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted C3-C6cycloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl; and X is a selected leaving group that is not halogen, and may specifically be methylsulfonate, trifluoromethylsulfonate, and p-toluenesulfonate. These compounds are valuable intermediates useful in the synthesis of compounds having pesticidal activity. Generally, the process includes reacting a water-removing reagent, with a compound having the formula Water-removing agents that may be used include thionyl chloride (SOCl2), thionyl bromide (SOBr2), phosphorus oxychloride (POCl3), phosphorus oxybromide (POBr3), phosphorus pentachloride or a sulfonic acid chloride or bromide.
摘要翻译：本公开涉及制备具有下式的化合物的方法：其中R是未取代的或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 4烯基，未取代或取代的C 2 -C 4炔基，未取代或取代的C 3 -C 6环烷基，未取代的或取代的芳基，未取代或取代的杂芳基或-SR1; C 1 -C 12烷基，未取代或取代的C 2 -C 4烯基，未取代或取代的C 2 -C 4炔基，未取代或取代的环烷基，未取代或取代的芳基或未取代或取代的杂芳基; X是不是卤素的选择的离去基团，可以具体为甲基磺酸酯，三氟甲基磺酸酯和对甲苯磺酸酯。这些化合物是有用的合成具有杀虫活性的化合物的中间体。通常，该方法包括使除水试剂与具有式的化合物反应可以使用的除水剂包括亚硫酰氯（SOCl 2），亚硫酰溴（SOBr 2），三氯氧化磷（POCl 3），三溴氧化磷（POBr 3），五氯化磷或磺酰氯或溴化物。

7. 发明授权

US07538229B2 Preparation of thiazoles 失效
标题翻译：噻唑的制备
公开(公告)号：US07538229B2
公开(公告)日：2009-05-26
申请号：US11947891
申请日：2007-11-30
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan
IPC分类号： C07D277/36
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： A process for the preparation of a compound of formula I wherein R is a range of organic groups and X is a leaving group which process comprises a) reacting a compound of the formula II where R is defined for formula (I) with a water-removing reagent; or b) for the preparation of a compound of formula (I) wherein K is halogen or a sulfonate, reacting a compound of the formula III where R is defined for formula (I) with a halogenating agent or a sulfonylating agent; or c) for the preparation of a compound of formula (I) wherein X is halogen, reacting a compound of the formula IV where R is as defined for formula (I) and R2 and R3 are defined organic groups with a compound of the formula halogen-C(—O)—O—C1-C8alkyl, halogen-C(—O)—O-aryl or halogen-C(—O)—O-benzyl.
摘要翻译：一种制备式I化合物的方法，其中R是有机基团的范围，X是离去基团，该方法包括：a）将式II化合物（其中R定义为式（I））与水 - 去除试剂; 或b）用于制备其中K为卤素或磺酸盐的式（I）化合物，其中R为式（I）所定义的式III化合物与卤化剂或磺酰化剂反应; 或c）用于制备其中X为卤素的式（I）化合物，使式IV化合物（其中R如式（I）所定义）与R 2和R 3定义为有机基团的化合物与式卤素-C（-O）-O-C 1 -C 8烷基，卤素-C（-O）-O-芳基或卤素-C（ - ） - O-苄基。

8. 发明授权

US06369233B1 Process for the preparation of thiazole derivatives 失效
标题翻译：噻唑衍生物的制备方法
公开(公告)号：US06369233B1
公开(公告)日：2002-04-09
申请号：US09628392
申请日：2000-08-01
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan , Gottfried Seifert
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Hüter , Thomas Rapold , Marcel Senn , Thomas Göbel , Anthony Cornelius O'Sullivan , Gottfried Seifert
IPC分类号： C07D27716
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D417/06
摘要： The Invention relates to a process for the preparation of a compound of the formula wherein Q, Y, Z, R1, R2, R3, R4 and R5 are as defined in the specification, which comprises a) reacting a compound of the formula with a halogenating agent to form a compound of the formula b) converting a compound of formula (II) by means of a halogenating agent into a compound of the formula optionally c) converting the compound of formula (IV) into a compound of formula (III); d) converting a compound of formula (III) by means of a compound of the formula e) converting a compound (IV) by means of a compound (V) into a compound (VI); and f) converting a compound (VI) by means of a chlorinating agent into a compound (I); a compound (IV); to a process for the preparation of a compound (III) and to a process for the preparation of a compound (IV).
摘要翻译：本发明涉及制备糠醛的化合物的方法，其中Q，Y，Z，R 1，R 2，R 3，R 4和R 5如本说明书中所定义，其包括：a）使下式的化合物与卤化剂将式（II）化合物通过卤化剂转化成式的化合物，任选地c）将式（Ⅳ）化合物转化为式（Ⅳ）化合物; d）转化将化合物（Ⅳ）用化合物（Ⅴ）转化成化合物（Ⅵ），将式（Ⅳ）化合物与下式化合物反应; 和（f）通过氯化剂将化合物（VI）转化为化合物（I）;化合物（IV）; 涉及制备化合物（III）的方法和制备化合物（IV）的方法。

9. 发明授权

US6121455A Process for the preparation of thiazole derivatives 有权
标题翻译：噻唑衍生物的制备方法
公开(公告)号：US6121455A
公开(公告)日：2000-09-19
申请号：US331432
申请日：1999-08-13
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan , Gottfried Seifert
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Franz Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony Cornelius O'Sullivan , Gottfried Seifert
IPC分类号： C07D277/16 , C07D277/20 , C07D277/22 , C07D277/28 , C07D277/32 , C07D277/36 , C07D277/74 , C07D417/06 , C07D417/14
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D417/06
摘要： The invention relates to a process for the preparation of a compound of the formula ##STR1## and, where applicable, its E/Z-isomers, mixtures of E/Z-isomers and/or tautomers, in each case in free form or in salt form, whereinQ is CH or N,Y is NO.sub.2 or CN,Z is CHR.sub.3, O, NR.sub.3 or S,R.sub.1 and R.sub.2 are either each independently of the other hydrogen or unsubstituted or R.sub.4 -substituted C.sub.1 -C.sub.8 alkyl, or together form an alkylene bridge having two or three carbon atoms, and said alkylene bridge may additionally contain a hetero atom selected from the group consisting of NR.sub.5, O and S,R.sub.3 is H or unsubstituted or R.sub.4 -substituted C.sub.1 -C.sub.12 alkyl,R.sub.4 is unsubstituted or substituted aryl or heteroaryl, andR.sub.5 is H or C.sub.1 -C.sub.12 alkyl; which comprisesa) reacting a compound of the formula ##STR2## and, where applicable, its E/Z-isomers, mixtures of E/Z-isomers and/or tautomers, in each case in free form or in salt form, which is known or can be prepared by processes known.
摘要翻译： PCT No.PCT / EP97 / 07087第 371日期1999年8月13日 102（e）日期1999年8月13日PCT 1997年12月17日PCT公布。第WO98 / 27074号公报日期1998年6月25日本发明涉及一种制备下式化合物和（如适用的话）其E / Z-异构体，E / Z-异构体和/或互变异构体的混合物的方法，在每种情况下为游离形式或盐形式，其中Q是CH或N，Y是NO 2或CN，Z是CHR 3，O，NR 3或S，R 1和R 2各自独立地是另一个氢或未取代的或者R 4取代的C 1 -C 8烷基，或一起形成具有两个或三个碳原子的亚烷基桥，并且所述亚烷基桥可以另外含有选自NR5，O和S的杂原子，R3是H或未取代的或R4取代的C1-C12烷基，R4是未取代的或取代的芳基或杂芳基，R5是H或C1-C12烷基; 其包括：a）使游离形式或盐形式的下式化合物和/或其可能的E / Z-异构体，E / Z-异构体和/或互变异构体的混合物在各种情况下反应，其为已知或可以由已知的方法准备。

10. 发明申请

US20070055063A1 PREPARATION OF THIAZOLES 失效
标题翻译：制备THIAZOLES
公开(公告)号：US20070055063A1
公开(公告)日：2007-03-08
申请号：US11552255
申请日：2006-10-24
申请人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
发明人： Thomas Pitterna , Henry Szczepanski , Peter Maienfisch , Ottmar Huter , Thomas Rapold , Marcel Senn , Thomas Gobel , Anthony O'Sullivan
IPC分类号： C07D417/02
CPC分类号： C07D277/32 , C07D277/16 , C07D277/36 , C07D277/70 , C07D277/74
摘要： A process for the preparation of a compound of the formula and, where applicable, its E/Z-isomers, mixtures of E/Z-isomers and/or tautomers and acid addition products thereof, in each case in free form or in salt form, wherein: R is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted C3-C6cycloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl; and X is a leaving group; The process comprises reacting a compound of the formula: with a halogenating agent or a sulfonylating agent. Alternatively, when X is a selected halogen, the process can comprise reacting a compound of the formula with a compound having a formula selected from the group consisting of halogen-C(═O)—O—C1-C8alkyl; halogen-C(═O)—O-aryl; and halogen-C(═O)—O-benzyl.
摘要翻译：制备下式化合物及其E / Z-异构体的方法，E / Z-异构体和/或互变异构体的混合物及其酸加成产物，各自为游离形式或盐形式，其中：R是未取代或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 4 烯基，未取代或取代的C 2 -C 4炔基，未取代或取代的C 3 -C 6环烷基，未取代或取代的芳基，未取代或取代的杂芳基或-SR 1 N; R 1是未取代或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 3 未取代或取代的C 2 -C 4炔基，未取代或取代的环烷基，未取代或取代的芳基或未取代或取代的杂芳基; X为离去群; 该方法包括使下式化合物与卤化剂或磺酰化剂反应。或者，当X是选择的卤素时，该方法可以包括使下式的化合物与具有选自以下的式的化合物反应：卤素-C（ - ） - O-C 1 -C 烷基; 卤素-C（ - ） - O-芳基; 和卤素-C（ - ） - O-苄基。

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