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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。
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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。
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公开(公告)号:US06518433B1
公开(公告)日:2003-02-11
申请号:US09646441
申请日:2000-09-18
IPC分类号: C07D40112
CPC分类号: C07D277/32 , C07D213/61
摘要: A process for the production of a compound of formula (I) wherein R1 is hydrogen or C1-C4-alkyl; R2 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkinyl, C3-C6-cycloalkyl or a radical —CH2B; A is selected from the group consisiting of 2-chloropyrid-5-yl, tetrahydrofuran-3 -yl, 5-methyl-tetrahydrofuran-3-yl or 2-chlorothiazol-5-yl; and B is phenyl, 3-pyridyl or thiazolyl, which are optionally substituted by one to three substituents selected from the group consisting of C1-C3-alkyl, C1-C3-halogenalkyl, cyclopropyl, halogencyclopropyl, C2-C3-alkenyl, C2-C3-alkinyl, C1-C3-alkoxy, C2-C3-halogenalkenyl, C2-C3-halogenalkinyl, C1-C3-halogenalkoxy, C1-C3-alkylthio, C1-C3-halogenalkylthio, allyloxy, propargyloxy, allylthio, propargylthio, halogenallyloxy, halogenallylthio, halogen, cyano or nitro; and optionally the possible E/Z isomers, E/Z isomeric mixtures and/or tautomers thereof, respectively in free form or in salt form; characterised in that a compound of formula (II) wherein R1, R2 and A have the same significances as in formula (I), and X is O or S; is hydrolysed with a strong acid at a pH below 2; at a temperature between 50 and 100° C; and in a solvent selected from the group consisting of water, alcohols, ethers or mixtures thereof. The compounds of formula (I) are suitable for the preparation of pesticides.
摘要翻译: 制备其中R 1为氢或C 1 -C 4 - 烷基的式(I)化合物的方法; R 2为氢,C 1 -C 6 - 烷基,C 2 -C 6 - 烯基,C 2 -C 6 - 炔基,C 3 -C 6 - 环烷基 或基团-CH 2 B; A选自2-氯吡啶-5-基,四氢呋喃-3-基,5-甲基 - 四氢呋喃-3-基或2-氯噻唑-5-基; 并且B是苯基,3-吡啶基或噻唑基,其任选被一至三个选自C 1 -C 3 - 烷基,C 1 -C 3 - 卤代烷基,环丙基,卤素基,C 2 -C 3 - 烯基,C 2 -C 3 - 烷基,C 1 -C 3 - 烷氧基,C 2 -C 3 - 卤代链烯基,C 2 -C 3 - 卤代炔基,C 1 -C 3 - 卤代烷氧基,C 1 -C 3 - 烷硫基,C 1 -C 3 - 卤代烷硫基,烯丙氧基,炔丙氧基,烯丙硫基,炔丙硫基,卤代烯氧基,卤代烯硫基 ,卤素,氰基或硝基;以及任选分别为游离形式或盐形式的可能的E / Z异构体,E / Z异构体混合物和/或互变异构体;其特征在于式(II)化合物,其中R 1,R 2和 A具有与式(I)中相同的含义,X为O或S;在pH低于2的情况下用强酸水解; 温度在50至100℃之间; 和在选自水,醇,醚或其混合物的溶剂中。 式(I)化合物适用于制备农药。
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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。
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公开(公告)号:US06316389B1
公开(公告)日:2001-11-13
申请号:US09202887
申请日:1997-06-16
IPC分类号: A01N3708
CPC分类号: C07D213/30 , A01N37/38 , A01N37/50 , A01N43/40 , A01N43/80 , C07C69/736 , C07C251/42 , C07C251/54 , C07C255/62 , C07C323/60 , C07C2601/10 , C07D213/61 , C07D213/69 , C07D239/26 , C07D241/12 , C07D261/08 , C07D263/32 , C07D277/24 , C07D317/22 , C07D333/16
摘要: Compounds of the formula I in which: where: X is CH or N; Y is O; S, S═O or NR5; Z is OR2, SR2, N(R3)R4; or Y and Z together form 5- to 7-membered ring which contains, 2 or 3 hetero atoms O and/or N and which is unsubstituted or substituted by C1-C4alkyl, halo-C1-C4alkyl, halogen, ═O or cyclopropyl; V is a direct bond or C1-C6alkylene, which is unsubstituted or substituted by C1-C3alkyl, C2-C3alkylidene or C3-C6cycloalkylidene; U is O, S, NR7, SO or SO2; W is substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl; R1 is cyclopropyl, C1C6alkyl or halo-C1-C6alkyl; R2 and R3 independently of one another are C1-C6alkyl or halo-C1-C6alkyl; R4 and R5 independently of one another are hydrogen, C1-C6alkyl or C1-C6alkoxy; R7 is hydrogen, C1-C6alkyl, benzyl, C1-C6alkylcarbonyl, halo-C1-C6alkylcarbonyl, halo-C2-C6alkenylcarbonyl; R21 and R22 independently of one another are hydrogen, halogen, C1-C8alkyl or C1-C8alkoxy or C1-C8alkylthio; R23, R24, R25, R26 independently of one another are hydrogen, halogen, C1-C8alkyl or C1-C8alkoxy; are pesticidally active. They can be used for pest control, in particular as fungicides, acaricides and insecticides in crop protection.
摘要翻译: 式Iin的化合物,其中:其中:X为CH或N; Y为O; S,S = O或NR5; Z是OR2,SR2,N(R3)R4; 或Y和Z一起形成5-至7-元环,其含有2或3个杂原子O和/或N,并且其未被取代或被C 1 -C 4烷基,卤代-C 1 -C 4烷基,卤素,O或环丙基取代; V C 1 -C 3亚烷基或C 3 -C 6亚烷基; U是O,S,NR 7,SO或SO 2; W是取代或未取代的芳基或取代或未取代的杂芳基 R 1和R 2各自独立地为C 1 -C 6烷基或卤代-C 1 -C 6烷基; R 4和R 5彼此独立地为氢,C 1 -C 6烷基或C 1 -C 6烷氧基; R 7为 R 2和R 22彼此独立地是氢,卤素,C 1 -C 8烷基或C 1 -C 8烷氧基或C 1 -C 8烷硫基; R 23是氢,C 1 -C 6烷基,苄基,C 1 -C 6烷基羰基,卤代C 1 -C 6烷基羰基 R 24,R 25,R 26彼此独立地是氢,卤素,C 1 -C 8烷基或C 1 -C 8烷氧基; 具有杀虫活性,可用于防治害虫,特别是杀虫剂,杀螨剂和作物保护中的杀虫剂。
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公开(公告)号:US06294504B1
公开(公告)日:2001-09-25
申请号:US09269453
申请日:1999-06-24
申请人: Hans Tobler , Henry Szczepanski , Werner Föry
发明人: Hans Tobler , Henry Szczepanski , Werner Föry
IPC分类号: A01N4340
CPC分类号: C07D335/06 , A01N25/32 , A01N35/06 , A01N37/22 , A01N37/36 , A01N43/12 , A01N43/16 , A01N43/18 , A01N43/38 , A01N43/40 , A01N43/42 , A01N43/56 , A01N47/36 , C07C69/708 , C07D209/34 , C07D215/22 , C07D217/24 , C07D307/83 , C07D311/12 , C07D311/76 , A01N2300/00
摘要: The present invention relates to new compounds of formula (I) wherein R1 to R3, U, V, W, Z and m have the significances given in the description, their use as antidotes, in herbicidal compositions for the control of weeds and plants in useful plant cultivation.
摘要翻译: 本发明涉及新的式(I)化合物,其中R1至R3,U,V,W,Z和m具有在描述中给出的意义,它们作为解毒剂的用途,用于控制杂草和植物的除草组合物 有用的植物栽培。
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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。
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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。
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公开(公告)号:US5783704A
公开(公告)日:1998-07-21
申请号:US669452
申请日:1996-06-28
IPC分类号: A01C20060101 , A01N20060101 , A01N43/40 , A01N43/50 , A01N43/54 , A01N43/653 , A01N43/707 , A01N43/76 , A01N43/78 , A01N43/824 , A01N43/88 , C07D20060101 , C07D253/06 , C07D285/12 , C07D285/13 , C07D401/12 , C07D413/12 , C07D417/12
CPC分类号: C07D253/06 , A01N43/40 , A01N43/50 , A01N43/653 , C07D285/13 , C07D401/12
摘要: Compounds of formu (I) wherein n and Z are as defined in claim 1, and, where appropriate, tautomers thereof, in each case in free form, or in salt form, can be used as agrochemical active ingredients and can be prepared in a manner known per se.
摘要翻译: PCT No.PCT / EP94 / 04222 Sec。 371日期:1996年6月28日 102(e)日期1996年6月28日PCT 1994年12月19日PCT公布。 WO95 / 18123 PCT出版物 日期1995年7月6日,其中n和Z如权利要求1中所定义的formu(I)化合物,并且在适当的情况下,其互变异构体以游离形式或盐形式,可用作农业化学活性成分, 可以以本身已知的方式制备。
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公开(公告)号:US5484918A
公开(公告)日:1996-01-16
申请号:US194191
申请日:1994-02-09
申请人: Urs Siegrist , Henry Szczepanski
发明人: Urs Siegrist , Henry Szczepanski
IPC分类号: B01J25/02 , C07B61/00 , C07D213/00 , C07D213/48 , C07D253/00 , C07D253/06 , C07D401/04 , C07D401/12
CPC分类号: C07D401/12 , C07D213/48
摘要: A process for the preparation of an aqueous medium of nicotinaldehyde by the catalytic reduction of 3-cyanopyridine under hydrogen in the presence of Raney-nickel.
摘要翻译: 一种通过在阮内镍存在下在氢气下催化还原3-氰基吡啶来制备烟碱醛的水性介质的方法。
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