Esters of 2,2-dimethyl-3-formyl-1-cyclopropane-carboxylic acid 机翻标题: 暂无翻译,请尝试点击翻译按钮。

公开号/公开日
EP0095794 A1 1983-12-07 [EP--95794]EP0095794 B1 1985-09-18 [EP--95794] / 1983-12-071985-09-18
申请号/申请日
1983EP-0200591 / 1980-12-05
发明人
MARTEL, JACQUES;TESSIER, JEAN;TECHE, ANDRE;
申请人
ROUSSEL UCLAF;
主分类号
IPC分类号
A01N-053/00C07C-067/00C07C-213/00C07C-253/00C07C-255/39
摘要
(EP--95794) Abstract in publication language, translation not available  L'invention a pour objet de nouveaux esters de l'acide 2,2-diméthyl 3-formyl cyclopropane-1-carboxylique.  L'invention a également pour objet leur procédé de préparation à partir d'un acide 2,2-diméthyl 3-formyl cyclopropane-1-carboxylique sous forme trans ou sous forme de lactone cis d'un acide 2,2-diméthyl 3-dihydroxyméthyl cyclopropane 1-carboxylique.  L'invention a enfin pour objet leur application à la préparation d'esters de l'acide 2,2-diméthyl 3-vinyl cyclopropane-1-carboxylique.
机翻摘要
暂无翻译结果,您可以尝试点击头部的翻译按钮。
地址
代理人
代理机构
;
优先权号
1979FR-0030843 1979-12-17
主权利要求
(EP--95794)  1. - As new chemical products under all their forms stereoisomeres, the products whose names follow: 2.2-dimethyl the 3-formyl cyclopropane-1-carboxylate of (cyclo-hexylamino) (cyclohexylimino) methyl, 2.2-dimethyl the 3-5 cyclopropane-1-carboxylate formyl of (isopropylamino) (isopropyl-imino) methyl, 2.2-dimethyl the 3-formyl cyclopropane-1-carboxylate of (RS) oc-cyano 3-phenoxybenzyle and 2.2-dimethyl the 3-formyl cyclopropane-1-carboxylate of (S) oc-cyano 3-phenoxybenzyle. 2. Method of preparation of the products defined in claim 1, characterized in that one makes react a 2.2-dimethyl acid 3-formyl cyclopropane-1-carboxylic in trans form (One) or in the form of lactone cis of a 2.2-dimethyl acid 3-dihydroxymethyl cyclopropane-1-carboxylic (H2) H3 \ /H3-/\.l (notches) (II) (cis) racemic or optically active, with a reagent of dehydration chosen in the group consisted the dicyclohexyl carbodiimide and the diisopropyl carbodiimide, in the presence of pyridine or of 4-dimethyl aminopyridine, and within a solvent 5 organics nonpolar, to obtain respectively the cyclopropane-1-carboxylate 2.2-di-methyl 3-formyl of (cyclohexylamino) (cyclohexylimino) methyl or 2.2-dimethyl the 3-formyl 1-carboxylate cyclopropane d1 (isoprppylamino) (isopropylimino) methyl whose acid copulas are of trans structure or cis, race-10 mic or optically active, subject sidesLce lun of Defined as in claim 1, to obtain 2.2-dimethyl 3 (Z-iminomethyl the) cyclopropane-1-carboxylate one of (RS) c<-cyano 3-phenoxybenzyle (Ia) corresponding, that one subjects, if desired, with the action of a basic agent within a solvent or of a mixture of solvents in which alcohol ester of one 25 of the two configurations (R) or (S) is more soluble than its diastereoisomer, which allows, after epimerisation of the asymmetrical carbon of the alcoholic copula to obtain, in crystal form, the only ester corresponding (-) having the configuration supported by insolubility, i.e. is the 2.2-30 dimethyl one 3 (Z-imincmethyl) cyclopropane-1-carboxylate of (R) <X-cyano 3-phenoxybenzyle, is 2.2-dimethyl 3 (Z-iminome-thyl the) cyclopropane-1-carboxylate one of (S) oc-cyano 3-phenoxyben-zyle, the acid copula of compose (L \) or (l-n) having the same configuration as that of compound II of departure that one subjects to hydrolysis using acid agent to obtain 5 a compound of formula VI of the same configuration than compound (IQ). 3. - Proceeded according to claim 2, characterized in that the nonpolar organic solvent in which one makes react 10 on the one hand the compound aldehydic (II) and the dehydrating reagent and, on the other hand the compound of condensation and alcohol III are selected in the group consisted aromatic hydrocarbons, aliphatic hydrocarbons, halogenous aliphatic hydrocarbons and cyclohexane. 4. - Proceeded according to the claim 2 or 3, characterized in that the amino primary education which one makes react with the compound (IV) is aniline. 5. - Proceeded according to any of claims 2 to 4, characterized in ce' that the nonpolar organic solvent with center 20 which one makes react the amino primary education and the compound (IV) is selected in the group consisted aromatic hydrocarbons, aliphatic hydrocarbons, halogenous aliphatic hydrocarbons and cyclohexane. 6. - Proceeded according to any of claims 2 to 5.25 characterized in that the basic agent with the action of which one subjects the ester (I) of alcohol of configuration (RS) is selected in the group consitute by ammonia, the triethylamine, the die-thylamine, the morpholine, pyrrolidine, piperidin, the dii sopropylamine., the ephedrine, the triethylenediamine, benzyl-30amine, the N-butylamine, the sec.butylamine, hydroxide of t-piece-trabutylammonium, exchanging resins of ions in basic matter extremely comprising quaternary ammoniums or the amino ones, the amino ones with high molecular weight and, used in catalytic quantity, soda, potash, them alcoholates alkaline, alkaline amidures, alkaline hydrides, the potassium terbutylate and 1 ' sodium isopropylate. 7. - Proceeded according to any of the claims 2a6, 5 characterized in that the solvent or the mixture of solvents in which one makes react the ester (I,) of alcohol of configuration (RS) with the basic agent is selected in the group consisted 1 ' acetonitrile, the alcanols and the mixtures of alca-nols and oil ethers. 8. 10 ST Procedesel6nT any of claims 2 to 7, characterized in that the acid agent used in the hydrolysis of the compound øEB) is selected in the group consisted the sulphuric acid, hydrochloric acid, the phosphoric acid and the acid sulphonic paratoluene. 9. - Proceeded according to any of claims 2 to 8, characterized in that the hydrolysis of the compound () is carried out in the presence of a miscible organic solvent with water.
法律状态
(EP--95794) LEGAL DETAILS FOR EP0095794  Actual or expected expiration date=2000-12-05    Legal state=DEAD    Status=EXPIRED     Event publication date=1980-12-05  Event code=EP/APP  Event indicator=Pos  Event type=Examination events  Application details  Application country=EP EP83200591  Application date=1980-12-05  Standardized application number=1983EP-0200591     Event publication date=1983-12-07  Event code=EP/A1  Event type=Examination events  Application published with search report  Publication country=EP  Publication number=EP0095794  Publication stage Code=A1  Publication date=1983-12-07  Standardized publication number=EP--95794     Event publication date=1983-12-07  Event code=EP/AK  Event indicator=Pos  Event type=Designated states  Designated contracting states: Benannte vertragsstaaten AT BE CH DE GB IT LI LU NL SE    Event publication date=1984-04-11  Event code=EP/17P  Event indicator=Pos  Event type=Examination events  Request for examination filed Pruefungsantrag gestellt  Effective date of the event=1984-02-01     Event publication date=1985-09-18  Event code=EP/B1  Event indicator=Pos  Event type=Event indicating In Force  Patent specification  Publication country=EP  Publication number=EP0095794  Publication stage Code=B1  Publication date=1985-09-18  Standardized publication number=EP--95794     Event publication date=1985-09-18  Event code=EP/AK  Event indicator=Pos  Event type=Designated states  Designated contracting states: Benannte vertragsstaaten AT BE CH DE GB IT LI LU NL SE    Event publication date=1986-09-03  Event code=EP/26N  Event indicator=Pos  Event type=No opposition filed  Event type=Event indicating In Force  No opposition filed Kein einspruch eingelegt    Event publication date=2000-12-05  Event code=EP/EEDX  Event indicator=Neg  Event type=Event indicating Not In Force  Patent has expired MEMBER STATE LEGAL DETAILS FOR AT15654  Actual or expected expiration date=1994-12-05    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=AT Corresponding appl: AT83200591  Application date in the designated or member state=1980-12-05   Application number in the designated or member state=1983AT-0200591T Corresponding cc:  Designated or member state=AT Corresponding pat: AT15654  Publication stage code in the designated or member state=T  Publication date in the designated or member state=1985-10-15   Publication number in the designated or member state=ATE015654    Event publication date=1985-09-18  Event code=EP/REF  Event type=Entry into national phase  Corresponds to: Corresponding cc:  Designated or member state=AT     Event publication date=1993-12-30  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1993-12-30     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=AT     Event publication date=1994-12-05  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=AT   Effective date of the event=1994-12-05  MEMBER STATE LEGAL DETAILS FOR BE  Actual or expected expiration date=1994-12-31    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=BE     Event publication date=1993-11-30  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1993-11-30     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=BE     Event publication date=1994-12-31  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=BE   Effective date of the event=1994-12-31     Event publication date=1995-06-30  Event code=EP/BERE  Event indicator=Neg  Event type=Event indicating Not In Force  BE: Lapsed BE: Dechu Corresponding cc:  Designated or member state=BE   Effective date of the event=1994-12-31  MEMBER STATE LEGAL DETAILS FOR CH  Actual or expected expiration date=1994-12-31    Legal state=DEAD    Status=EXPIRED   Corresponding cc:  Designated or member state=CH     Event publication date=1993-11-24  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1993-11-24     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=CH     Event publication date=1994-12-31  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=CH   Effective date of the event=1994-12-31     Event publication date=1995-08-31  Event code=EP/REG  Event code=CH/PL  Event indicator=Neg  Event type=Event indicating Not In Force  Reference to a national code Patent ceased Loeschung/radiation/radiazion Corresponding cc:  Designated or member state=CH  MEMBER STATE LEGAL DETAILS FOR DE  Actual or expected expiration date=1995-09-01    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=DE Corresponding appl: DE3071108    Event publication date=1985-10-24  Event code=EP/REF  Event type=Entry into national phase  Corresponds to: Corresponding cc:  Designated or member state=DE     Event publication date=1994-02-24  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1994-02-24     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=DE     Event publication date=1995-09-01  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=DE   Effective date of the event=1995-09-01  MEMBER STATE LEGAL DETAILS FOR EP0030887  Actual or expected expiration date=2000-12-05    Legal state=DEAD    Status=EXPIRED   Corresponding cc:  Designated or member state=EP Corresponding appl: EP80401744  Application date in the designated or member state=1980-12-05   Application number in the designated or member state=1980EP-0401744 Corresponding cc:  Designated or member state=EP Corresponding pat: EP0030887  Publication stage code in the designated or member state=A2  Publication date in the designated or member state=1981-06-24   Publication number in the designated or member state=EP--30887    Event publication date=1983-12-07  Event code=EP/AC  Event type=Examination events  Divisional application (art. 76) of: Corresponding cc:  Designated or member state=EP     Event publication date=1985-01-23  Event code=EP/STCHG  Patent status changed by the national office Corresponding cc:  Designated or member state=EP     Event publication date=1985-09-18  Event code=EP/AC  Event type=Examination events  Divisional application (art. 76) of: Corresponding cc:  Designated or member state=EP  MEMBER STATE LEGAL DETAILS FOR GB  Actual or expected expiration date=1995-12-05    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=GB     Event publication date=1994-12-02  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1994-12-02     Year of payment of annual fees=15  Corresponding cc:  Designated or member state=GB     Event publication date=1995-12-05  Event code=EP/GBPC  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  GB: European patent ceased through non-payment of renewal fee Corresponding cc:  Designated or member state=GB   Effective date of the event=1995-12-05     Event publication date=1995-12-05  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=GB   Effective date of the event=1995-12-05  MEMBER STATE LEGAL DETAILS FOR IT  Actual or expected expiration date=2000-12-05    Legal state=DEAD    Status=EXPIRED   Corresponding cc:  Designated or member state=IT     Event publication date=1985-06-03  Event code=EP/ITF  Event indicator=Pos  Event type=Examination events  IT: Translation for a EP patent filed IT: Deposito traduzione di brevetto europeo Corresponding cc:  Designated or member state=IT     Event publication date=1991-12-31  Event code=EP/ITTA  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  IT: Last paid annual fee IT: Tassa annuale ultimo pagamento Corresponding cc:  Designated or member state=IT  MEMBER STATE LEGAL DETAILS FOR LI  Actual or expected expiration date=1994-12-31    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=LI     Event publication date=1994-12-31  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=LI   Effective date of the event=1994-12-31  MEMBER STATE LEGAL DETAILS FOR LU  Actual or expected expiration date=1994-12-05    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=LU     Event publication date=1994-01-31  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1994-01-31     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=LU     Event publication date=1994-03-07  Event code=EP/EPTA  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  LU: Last paid annual fee LU: Dernier payement d'une taxe annuele Corresponding cc:  Designated or member state=LU     Event publication date=1994-12-05  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=LU   Effective date of the event=1994-12-05  LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES  MEMBER STATE LEGAL DETAILS FOR NL  Actual or expected expiration date=1995-07-01    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=NL     Event publication date=1993-12-31  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1993-12-31     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=NL     Event publication date=1995-07-01  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=NL   Effective date of the event=1995-07-01     Event publication date=1995-07-01  Event code=EP/NLV4  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  NL: Lapsed or anulled due to non-payment of the annual fee NL: Vervallen wegens niet betalen van een jaarcijns Corresponding cc:  Designated or member state=NL   Effective date of the event=1995-07-01  MEMBER STATE LEGAL DETAILS FOR SE  Actual or expected expiration date=1995-09-04    Legal state=DEAD    Status=LAPSED   Corresponding cc:  Designated or member state=SE Corresponding appl: SE83200591.2    Event publication date=1993-11-22  Event code=EP/PGFP  Event indicator=Pos  Event type=Event indicating In Force  Event type=Payment or non-payment notifications  Postgrant: annual fees paid to national office   Annual fees payment date=1993-11-22     Year of payment of annual fees=14  Corresponding cc:  Designated or member state=SE     Event publication date=1994-12-06  Event code=EP/PG25  Event indicator=Neg  Event type=Event indicating Not In Force  Event type=Payment or non-payment notifications  Lapsed in a contracting state announced via postgrant inform. from nat. office to EPO Corresponding cc:  Designated or member state=SE   Effective date of the event=1994-12-06     Event publication date=1995-01-31  Event code=EP/EAL  Event indicator=Pos  Event type=Entry into national phase  Event type=Event indicating In Force  SE: European patent in force in sweden SE: Europeiskt patent gaellande i sverige Corresponding cc:  Designated or member state=SE     Event publication date=1995-09-04  Event code=EP/EUG  Event indicator=Neg  Event type=Event indicating Not In Force  SE: European patent has lapsed SE: Europeiskt patent har upphoert att gaella Corresponding cc:  Designated or member state=SE
专利类型码
A1B1
国别省市代码
若您需要申请原文,请登录。

最新评论

暂无评论。

登录后可以发表评论

意见反馈
返回顶部