公开(公告)号：US20180370893A1

公开(公告)日：2018-12-27

申请号：US16061880

申请日：2017-04-25

Applicant: CHEN-STONE (GUANGZHOU) CO., LTD.

Inventor： Yingjie LAI ,  Xuyan WANG

IPC: C07C51/09 ,  C07C61/15

CPC classification number: C07C51/09 ,  C07C51/377 ,  C07C61/15 ,  C07C315/04 ,  C07C317/22 ,  C07C317/44 ,  C07C317/14

Abstract: Disclosed is a new method for synthesizing 2-fluorocyclopropanecarboxylic acid comprising: 1) performing reaction of 1,1-dichloro-1-fluoroethane with thiophenol in the presence of an alkali, to produce a phenyl sulfide intermediate; 2) performing oxidation reaction of the phenyl sulfide intermediate with Oxone; 3) performing elimination reaction of the product of Step 2) in the presence of an alkali, to obtain 1-fluoro-1-benzenesulfonyl ethylene; 4) performing addition reaction of the 1-fluoro-benzenesulfonyl ethylene with ethyl diazoacetate in the presence of a catalyst, to obtain a cyclopropane intermediate; 5) performing elimination reaction of the cyclopropane intermediate in the presence of an alkali before acidification, to obtain 2-fluorocyclopropanecarboxylic acid. Herein, the synthetic route is short, used materials are bulk commodities, and raw materials are inexpensive and readily available. The process can be safely scaled up by replacing commonly used mCPBA reagents with Oxone. Further, reaction yield is improved, production cost is greatly reduced, and operation is simplified.

公开(公告)号：US20120190648A1

公开(公告)日：2012-07-26

申请号：US13386162

申请日：2010-07-23

Applicant: Philippe Jubault ,  Jean-Charles Quirion ,  Gerald Lemonnier ,  Cedric Lion

Inventor： Philippe Jubault ,  Jean-Charles Quirion ,  Gerald Lemonnier ,  Cedric Lion

IPC: A61K31/215 ,  C07C67/303 ,  C07F9/40 ,  A61K31/662 ,  C07C255/31 ,  A61K31/277 ,  C07C253/30 ,  C07C61/15 ,  C07C51/377 ,  A61K31/196 ,  C07F9/38 ,  C07C309/19 ,  C07C303/22 ,  A61K31/445 ,  A61K31/55 ,  A61K31/473 ,  A61K31/439 ,  A61K31/437 ,  A61K31/404 ,  A61K31/428 ,  A61K31/4453 ,  A61P25/00 ,  A61P25/28 ,  A61P25/16 ,  A61P25/08 ,  C07C69/757

CPC classification number: C07C229/48 ,  C07C309/19 ,  C07C2601/02 ,  C07F9/3808 ,  C07F9/4006 ,  C07F9/4015

Abstract: The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt, a stereoisomer or a mixture in all proportions of stereoisomers thereof, in particular a mixture of enantiomers, such as a racemic mixture, wherein R represents a (C1-C6)alkyl or (C1-C6)alkenyl group, optionally substituted by one or more groups chosen among an halogen atom, ORa, SRb, NRcRd, PO(ORe)(ORf), CO2Rg, SO2Rh SO3R1, P0(0H)(CH(0H)Rk), CN, N3 and NH—C(═NH)NH2, with Ra, Rb, Rc and Rd, representing, independently of each other, an hydrogen atom, a (C1-C6)alkyl group or a —CO—(C1-C6)alkyl group, Re, Rf, Rg, Rh and R1 representing, independently of each other, an hydrogen atom or a (C1-C6)alkyl group, and Rk representing an aryl or heteroaryl group, said group being optionally substituted by one or more groups selected from an halogen atom and NO2, as well as to the use thereof and to a process for preparing such a compound, to a pharmaceutical composition containing it and to synthesis intermediates.

Abstract translation: 本发明涉及式（I）化合物或其药学上可接受的盐，立体异构体或其所有比例的立体异构体的混合物，特别是对映异构体的混合物，例如外消旋混合物，其中R表示（C1- 任选被一个或多个选自卤素原子，OR a，SR b，NR c R d，PO（OR e）（OR f），CO 2 R g，SO 2 R h SO 3 R 1，O（OH）（CH 3）中的基团取代的C 1 -C 6烷基或（C 1 -C 6） （0H）R k），CN，N 3和NH-C（= NH）NH 2，其中R a，R b，R c和R d彼此独立地表示氢原子，（C 1 -C 6）烷基或 - CO-（C 1 -C 6）烷基，Re，R f，R g，Rh和R 1彼此独立地表示氢原子或（C 1 -C 6）烷基，R k表示芳基或杂芳基，所述基团 任选被一个或多个选自卤素原子和NO 2的基团取代，以及其用途和制备这种化合物的方法，含有它的药物组合物和 ynthesis中间体。

公开(公告)号：US5504248A

公开(公告)日：1996-04-02

申请号：US281809

申请日：1994-07-28

Applicant: Paul J. Krusic ,  Zhen-Yu Yang

Inventor： Paul J. Krusic ,  Zhen-Yu Yang

IPC: C07B39/00 ,  C07C17/013 ,  C07C17/263 ,  C07C17/35 ,  C07C19/08 ,  C07C41/22 ,  C07C43/12 ,  C07C61/15 ,  C07C62/08 ,  C07C62/34 ,  C07C67/307 ,  C07C69/708 ,  C07C255/13 ,  C07C255/30 ,  C07C303/22 ,  C07C309/82 ,  C07C53/38 ,  C07C55/36 ,  C07C69/66 ,  C07C255/00

CPC classification number: C07C309/82 ,  C07B39/00 ,  C07C17/013 ,  C07C17/272 ,  C07C17/35 ,  C07C255/13 ,  C07C41/01 ,  C07C41/22 ,  C07C69/708 ,  C07C2101/02

Abstract: Halogenated compounds are prepared by ring opening reactions of highly fluorinated cyclopropanes with chlorine, bromine, iodine, or mixtures thereof at temperatures over 100.degree. C. A novel compound, which is one type of compound produced, is a highly fluorinated and halogenated ether and other novel compounds are starting materials or products. The products of the process are useful as chain transfer agents for certain free radical polymerizations, and as chemical intermediates in the preparation of various products such as surfactants and textile surface treatments.

Abstract translation: 卤化的化合物是通过高温氟化环丙烷与氯，溴，碘或其混合物在100℃以上的开环反应来制备的。作为一种生成的一种化合物的新型化合物是高度氟化和卤化的醚等 新型化合物是原料或产品。 该方法的产物可用作某些自由基聚合的链转移剂，以及用于制备各种产物如表面活性剂和纺织品表面处理的化学中间体。

公开(公告)号：US5117053A

公开(公告)日：1992-05-26

申请号：US755257

申请日：1991-09-05

Applicant: Yoshio Kurahashi ,  Kozo Shiokawa ,  Shinzo Kagabu ,  Shinji Sakawa ,  Koichi Moriya

Inventor： Yoshio Kurahashi ,  Kozo Shiokawa ,  Shinzo Kagabu ,  Shinji Sakawa ,  Koichi Moriya

IPC: A01N53/00 ,  A01N53/12 ,  C07C61/15

CPC classification number: C07C61/15 ,  A01N53/00

Abstract: Novel fungicidally active N-benzyl-cyclopropanecarboxamides of the formula ##STR1## wherein X=represents halogen,n=represents 1 or 2,R.sup.1 =represents hydrogen, halogen or lower alkyl,R.sup.2 =represents lower alkyl, halogen-substituted lower alkyl or hydrogen, andR.sup.3 =represents hydrogen or lower alkyl.The acid components thereof, other than when R.sup.1 is hydrogen or alkyl and R.sup.2 is hydrogen or alkyl, are also new.

公开(公告)号：US5021080A

公开(公告)日：1991-06-04

申请号：US504463

申请日：1990-04-04

Applicant: Klaus-Helmut Muller ,  Joachim Kluth ,  Klaus Konig ,  Karl-Rudolf Gassen ,  Kurt Findeisen ,  Markus Lindig ,  Klaus Lurssen ,  Hans-Joachim Santel ,  Robert R. Schmidt

Inventor： Klaus-Helmut Muller ,  Joachim Kluth ,  Klaus Konig ,  Karl-Rudolf Gassen ,  Kurt Findeisen ,  Markus Lindig ,  Klaus Lurssen ,  Hans-Joachim Santel ,  Robert R. Schmidt

IPC: A01N47/38 ,  A01N47/36 ,  C07C61/15 ,  C07C69/74 ,  C07C211/37 ,  C07C233/58 ,  C07C249/10 ,  C07C265/10 ,  C07D249/10 ,  C07D249/12

CPC classification number: C07C61/15 ,  A01N47/36 ,  C07C211/37 ,  C07C233/58 ,  C07C265/10 ,  C07C69/74 ,  C07D249/12 ,  C07C2101/04

Abstract: Herbicidal substituted 4-amino-5-alkylthio-1,2,4-triazol-3-ones of the formula ##STR1## in which R.sup.1 represents in each case straight-chain or branched alkyl, alkenyl or alkinyl, each of which has up to 4 carbon atoms, andR.sup.2 represents sec-butyl, tert.-butyl or optionally substituted C.sub.5 -C.sub.10 -alkyl, alkenyl or alkinyl, or piperidyl- or morpholinyl-alkyl, optionally substituted C.sub.3, C.sub.4, C.sub.5 and C.sub.7 -cycloalkyl, substituted cyclohexyl, or optionally substituted benzyl, phenethyl, naphthylmethyl or naphthylethyl.

Abstract translation: 式（Ⅰ）中除草取代的4-氨基-5-烷硫基-1,2,4-三唑-3-酮，其中R 1表示各自为直链或支链烷基，烯基或炔基，各自为 其具有至多4个碳原子，并且R 2表示仲丁基，叔丁基或任选取代的C 5 -C 10 - 烷基，烯基或炔基，或哌啶基 - 或吗啉基 - 烷基，任选取代的C 3，C 4，C 5和C 7 - 环烷基，取代的环己基或任选取代的苄基，苯乙基，萘甲基或萘乙基。

公开(公告)号：US4739103A

公开(公告)日：1988-04-19

申请号：US697513

申请日：1985-02-01

Applicant: John C. Hansen ,  Patricia M. Savu

Inventor： John C. Hansen ,  Patricia M. Savu

IPC: C07C17/00 ,  C07C23/10 ,  C07C23/36 ,  C07C27/00 ,  C07C31/44 ,  C07C41/00 ,  C07C43/172 ,  C07C51/00 ,  C07C59/135 ,  C07C59/315 ,  C07C61/15 ,  C07C62/10 ,  C07C67/00 ,  C07C69/62 ,  C07C69/653 ,  C07C69/75 ,  C07C209/00 ,  C07C241/00 ,  C07C265/14 ,  C07C301/00 ,  C07C309/64 ,  C25B3/08 ,  C07C55/40

CPC classification number: C07C62/10 ,  C07C31/44 ,  C07C59/315 ,  C07C61/15

Abstract: Di- and tri-substituted perfluorocycloalkane compounds which have a cyclohexane or decahydronaphthalene nucleus are provided. These perfluorocycloalkane compounds are carbonyl fluorides and derivatives thereof.

Abstract translation: 提供了具有环己烷或十氢萘核的二取代和三取代的全氟环烷烃化合物。 这些全氟环烷烃化合物是羰基氟化物及其衍生物。

公开(公告)号：US4459308A

公开(公告)日：1984-07-10

申请号：US287030

申请日：1981-07-27

Applicant: Francesco Corda ,  Franco Gozzo ,  Vincenzo Caprioli

Inventor： Francesco Corda ,  Franco Gozzo ,  Vincenzo Caprioli

IPC: C07C69/747 ,  A01N53/00 ,  A01N53/04 ,  A01N53/08 ,  A01N53/10 ,  C07C51/00 ,  C07C61/15 ,  C07C67/00 ,  C07C253/00 ,  C07C255/39 ,  C07D307/45 ,  C07C121/75 ,  C07D307/16

CPC classification number: C07D307/42 ,  A01N53/00

Abstract: There are described 2,2-dimethyl-cyclopropanecarboxylates having in position 3 of the cyclopropane ring, a polyhalogenated chain having from 3 to 6 carbon atoms.Said compounds are insecticide and acaricide compounds with a high activity and long persistence.There is also described the use of the above mentioned compounds, as well as the synthesys processes and the corresponding intermediates.

Abstract translation: 描述了具有环丙烷环位置3的2,2-二甲基 - 环丙烷羧酸酯，具有3至6个碳原子的多卤代链。 所述化合物是具有高活性和长持久性的杀虫剂和杀螨剂化合物。 还描述了上述化合物的用途，以及合成方法和相应的中间体。

公开(公告)号：US4390719A

公开(公告)日：1983-06-28

申请号：US280356

申请日：1981-07-06

Applicant: Werner Schwarze ,  Axel Kleemann ,  Wolfgang Leuchtenberger

Inventor： Werner Schwarze ,  Axel Kleemann ,  Wolfgang Leuchtenberger

IPC: B01J23/00 ,  C07B61/00 ,  C07C51/00 ,  C07C61/15 ,  C07C67/00 ,  C07C69/74

CPC classification number: C07C61/15 ,  C07C69/74

Abstract: 1-Methyl-2-chlorocyclopropanecarboxylic acid and its lower esters are produced by the selective hydrogenating dechlorination of the corresponding 1-methyl-2,2-dichlorocyclopropane compounds. The new materials can be used as intermediate products for the production of pesticides and medicines.

Abstract translation: 通过选择性氢化相应的1-甲基-2,2-二氯环丙烷化合物的脱氯产生1-甲基-2-氯环丙烷羧酸及其低级酯。 新材料可用作生产农药和药品的中间产品。

公开(公告)号：US4348409A

公开(公告)日：1982-09-07

申请号：US050209

申请日：1979-06-20

Applicant: George Holan ,  David F. O'Keefe

Inventor： George Holan ,  David F. O'Keefe

IPC: C07C69/74 ,  A01N33/20 ,  A01N37/08 ,  A01N37/10 ,  A01N37/34 ,  A01N37/38 ,  A01N37/48 ,  A01N43/08 ,  A01N43/30 ,  C07C51/00 ,  C07C61/15 ,  C07C61/39 ,  C07C61/40 ,  C07C62/12 ,  C07C62/34 ,  C07C67/00 ,  C07C69/753 ,  C07C69/757 ,  C07C201/00 ,  C07C205/55 ,  C07C253/00 ,  C07C255/38 ,  C07C313/00 ,  C07C323/62 ,  C07D307/42 ,  C07D317/60 ,  C07D317/68 ,  C07C149/40

CPC classification number: A01N37/48 ,  A01N37/08 ,  A01N37/10 ,  A01N37/34 ,  A01N37/38 ,  A01N43/08 ,  A01N43/30 ,  C07C61/15 ,  C07C61/40 ,  C07C62/12 ,  C07C62/34 ,  C07C69/753 ,  C07C69/757 ,  C07D317/60

Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen or a methoxy, ethoxy, propoxy, butoxy, tetrafluoroethoxy, methylthio, ethylthio, propylthio, fluoro, chloro, bromo, methyl, ethyl, or nitro group, and R.sup.2 is hydrogen or a methyl group, or R.sup.1 and R.sup.2 together form a methylenedioxy group; R.sup.3 is hydrogen, or a lower alkyl group, or one of the following groups (a) to (f):(a) 3-phenoxybenzyl(b) 2-benzyl-4-furylmethyl(c) .alpha.-cyano-3-phenoxybenzyl(d) 3,4-methylenedioxybenzyl(e) .alpha.-ethynyl-3-phenoxybenzyl(f) .alpha.-cyano-3-(4'-chlorophenoxy)-benzyland Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, Y.sup.5 and Y.sup.6 are the same or different groups and each is hydrogen or a fluoro, bromo or chloro group, with the proviso that when R.sup.1 is hydrogen, fluoro, chloro, bromo or methyl and R.sup.2 is hydrogen, then one of Y.sup.1 to Y.sup.6 is other than hydrogen.The compounds in which R.sup.3 is one of groups (a) to (f) are insecticides.

公开(公告)号：US4255351A

公开(公告)日：1981-03-10

申请号：US17872

申请日：1979-03-05

Applicant: Pierre Martin ,  Hans Greuter ,  Daniel Bellus

Inventor： Pierre Martin ,  Hans Greuter ,  Daniel Bellus

IPC: C07C45/45 ,  C07C45/64 ,  C07C45/65 ,  C07C49/493 ,  C07C51/62 ,  C07C61/15 ,  C07C61/40 ,  C07C309/66 ,  C07C309/73 ,  C07C143/68

CPC classification number: C07C309/73 ,  C07C309/66 ,  C07C45/45 ,  C07C45/64 ,  C07C45/65 ,  C07C49/493 ,  C07C51/62 ,  C07C61/15 ,  C07C61/40 ,  C07C2101/04

Abstract: Compounds of the formulae Ia, Ib, IIa and IIb ##STR1## are described, wherein R represents alkyl, haloalkyl, benzyl, naphthyl or substituted or unsubstituted phenyl and one of R.sub.1 and R.sub.2 represents methyl and the other represents hydrogen or methyl, or R.sub.1 and R.sub.2 together represent alkylene of 2 or 3 carbon atoms. The compound of the formulae Ia, Ib, IIa and IIb are valuable intermediates for the manufacture of pyrethroid pesticides or precursors thereof.

Abstract translation: 描述了式Ia，Ib，IIa和IIb的化合物，其中R代表烷基，卤代烷基，苄基，（C1-C4），（Ⅱa），（Ⅰb） 萘基或取代或未取代的苯基，R 1和R 2中的一个表示甲基，另一个表示氢或甲基，或者R 1和R 2一起表示2或3个碳原子的亚烷基。 式Ia，Ib，IIa和IIb的化合物是制造拟除虫菊酯农药或其前体的有价值的中间体。