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31. 发明专利

JPS5939861A Michael addition product of alpha-fluorocyanoacetic acid ester or its derivative 失效
标题翻译：阿尔法 - 氟代酯酸酯或其衍生物的MICHAEL添加剂产品
公开(公告)号：JPS5939861A
公开(公告)日：1984-03-05
申请号：JP15100382
申请日：1982-08-31
申请人： Daikin Ind Ltd
发明人： ISHIKAWA NOBUO , TAKAOKA AKIO
IPC分类号： C07C255/19 , C07C67/00 , C07C253/00 , C07C255/31 , C07C255/41
摘要： NEW MATERIAL:The Michael addition product of the compound of formula 1 (R is aliphatic group, aromatic group, H or alkali metal; X is group derived from the acceptor of Michael addition reaction) or its derivative.
EXAMPLE: The Michael addition product of α-fluorocyanoacetic acid ethyl ester to benzalacetone.
USE: Useful as an intermediate extremely important as a building block of a monofluoro compound.
PROCESS: The compound of formula 2 is treated with a catalytic amount of spray-dried KF in sulfolane solvent to obtain the carbanion of formula 7. The Michael addition reaction acceptor of formula YCH=CHR' (R' is H or 1W6C aliphatic group; Y is atomic group composed of strongly negative group which may form a ring with the carbon atom to which R' is bonded) is added to the compound of formula 7 under ice cooling, and made to react and convert at room temperature to obtain the compound of formula 8.
COPYRIGHT: (C)1984,JPO&Japio
摘要翻译：新材料：式1化合物的迈克尔加成产物（R为脂族基，芳基，H或碱金属; X为衍生自迈克尔加成反应的受体的基团）或其衍生物。实施例：α-氟代乙酰乙酸乙酯与苄基丙酮的迈克尔加成产物。用途：作为一种非常重要的中间体作为一氟化合物的结构单元是有用的。方法：将式2的化合物用催化量的喷雾干燥的KF在环丁砜溶剂中处理，得到式7的碳负离子。式YCH = CHR'（R'是H或1-6C脂族基）的迈克尔加成反应受体基团; Y是由与可结合R'键合的碳原子形成环的强阴性基团构成的原子团）在冰冷却下加入到式7化合物中，并在室温下反应并转化得到式8的化合物。

32. 发明专利

JPS58152836A FLUORO-BETA-DIKETONE 失效
公开(公告)号：JPS58152836A
公开(公告)日：1983-09-10
申请号：JP3612482
申请日：1982-03-08
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , KAWA HAJIME
IPC分类号： C09K3/00 , C07C45/00 , C07C49/167 , C07C49/175 , C07C49/457 , C07C49/517 , C07C49/92 , C07C67/00 , C09K3/18 , G01R33/28
摘要： NEW MATERIAL:A compound of formulaI R is fluorohydrocarbon group, fluorohydrocarbon group bearing ether linkages in its chain (such as group of formula II), hydrocarbon group, which may form a ring with a carbon atom binding with Y; Y is H, F; Rf is fluorocarbon group, which may contain ether linkages in the chain . EXAMPLE:beta-Diketone-di(perfluoro-2-propoxypropionyl)methane. USE:A shift reagent in NMR analyses for knowing optical purity, a water and oil- repellent agent, a surface active agent, a resin additive and a solvent. PREPARATION:A perfluorocarboxylic fluoride resulting from dimerization of hexafluoro-1,2-epoxypropane is converted into its chloride (equation 6) and made to react with an enolate anion obtained from t-butyl acetate (equation 5) to give the exemplified compound of formula 7.

33. 发明专利

JPS58152831A PRODUCTION OF FLUORODIKETONES 失效
公开(公告)号：JPS58152831A
公开(公告)日：1983-09-10
申请号：JP3612982
申请日：1982-03-08
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , KITATSUME TOMOYA
IPC分类号： C07C45/45 , B01J19/10 , C07C45/00 , C07C49/00 , C07C49/167 , C07C49/175 , C07C49/457 , C07C49/687 , C07C67/00 , C07C69/716 , C07C69/738
摘要： PURPOSE:A halogenated ketone is made to react with metallic Zn or Mg to a metal halogenated ketone and the product is made to react with a fluoroester under irradiation of ultrasonic waves to give the titled compound used as a shift reagent in NMR analyses under mild conditions in high yield. CONSTITUTION:The reaction between a halogenated ketone of formulaI(R is aliphatic hydrocarbon-oxy, aliphatic hydrocarbon, aliphatic fluorohydrocarbon; X is halogen; Y is H, F) and a metal (M) such as Zn or Mg gives a metal halogenated ketone of formula II. Then, the product is made to react with a fluoroester of formula III (Rf is aliphatic fluorocarbon, R' is aliphatic or aromatic hydrocarbon) under irradiation of ultrasonic waves to give a fluorodiketone of formula IV. Or under irradiation of ultrasonic waves, the reaction between a halogenated ketone and a fluoroalkyl ester in the presence of Zn or Mg also gives the objective compound. EFFECT:A variety of RfCO- radicals can be selectively introduced into a prescribed position under mild conditions.

34. 发明专利

JPS58131935A OPTICALLY ACTIVE SUBSTANCE 失效
公开(公告)号：JPS58131935A
公开(公告)日：1983-08-06
申请号：JP23099982
申请日：1982-12-29
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO
IPC分类号： G01N31/00 , C07B31/00 , C07B57/00 , C07C51/00 , C07C59/135 , C07C67/00 , C07C209/00 , C07C209/88 , G01N30/88 , G01N31/22
摘要： NEW MATERIAL:An optically active substance of perfluoro-2-alkoxy-fatty acid or its derivative of formula(I)(Rf, R'f are perfluoroaliphatic group, preferably Rf is perfluoroalkyl of 6 or less carbon atoms, R'f is perfluoroalkyl or perfluoroalkenyl of 12 or less carbon atoms; X is halogen or hydroxyl; C* is a chiral carbon). EXAMPLE:Perfluoro-2-isopropyxypropionyl fluoride. USE:Analytical reagent with chirality: it has high volatility and high chemical stability. PREPARATION:For example, the reaction between hexafluoro-1,2-epoxypropane of formula (II) and hexafluoroacetone of formula (III) is carried out in a solvent such as diglyme in the presence of a catalyst amount of KF at room temp, or lower temp. under reduced pressure to produce the acid fluoride (formula (IV)) easily in high selectivity at a low cost. The hydrolysis of the product gives its free carboxylic acid (V), which forms a salt with a base.

35. 发明专利

JPS5857371A FLUORINE-CONTAINING 2-AMINO (OR ALKYLAMINO)-2-THIAZOLINE COMPOUND AND ITS PREPARATION 失效
公开(公告)号：JPS5857371A
公开(公告)日：1983-04-05
申请号：JP15763081
申请日：1981-09-30
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , INOUE YOSHIO
IPC分类号： C07D277/20 , C07D277/40 , C07D277/42
摘要： NEW MATERIAL:A fluorine-containing 2-amino (or alkylamino)-2-thiazoline compound expressed by formulaI(Rf, Rf' and Rf'' are fluoroalkyl; R is H or alkyl). EXAMPLE:2-Amino-4,4-bis(trifluoromethyl)-5-(tetrafluoroethylidene)-2-t hiazoline. USE:A medicine, chemically stable, and capable of exhibiting improved physiological activity. PROCESS:A fluorine-containing aliphatic compound expressed by formula II is reacted with thiourea or a derivative thereof expressed by formula III in an aprotic solvent, e.g. dimethylformamide (DMF), to give a fluorine-containing thiazolidine compound expressed by formula IV, which is then isomerized with a mineral acid, e.g. sulfuric acid, to afford the compound expressed by formulaI.

36. 发明专利

JPS5785377A PYRIMIDINE COMPOUND CONTAINING FLUORINE AND ITS PREPARATION 失效
公开(公告)号：JPS5785377A
公开(公告)日：1982-05-28
申请号：JP16018080
申请日：1980-11-13
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO
IPC分类号： C07D239/54 , A01N43/54 , A61K31/505 , A61P31/04 , A61P35/00
摘要： NEW MATERIAL:5-Trifluoromethyl-6-pentafluoroethyl-2, 4( 1H, 3H )-pyrimidinedione of formulaI. USE:Useful as a medicine exhibiting antimicrobial action, antitumor action and inhibitory action on plant viruses, and further useful as a synthetic intermediate for the medicine having the activity described above. PROCESS:Perfluoro(2-methyl-2-pentene) of formula II is reacted with urea in an equimolar amount of a slight excess to give 4-fluoro-5-trifluoromethyl-6-pentafluoroethyl-2(3H)-pyrimidinone of formula III, which is then hydrolyzed in the presence of an acid usually at about room temperature to afford the compound of formulaI.

37. 发明专利

JPS5785358A SULFONIC ACID DERIVATIVE OF HEXAFLUORO-1,2-EPOXYPROPANE OLIGOMER AND SALT THEREOF 失效
公开(公告)号：JPS5785358A
公开(公告)日：1982-05-28
申请号：JP16018480
申请日：1980-11-13
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO
IPC分类号： B01F17/12 , B01F17/42 , C07C67/00 , C07C301/00 , C07C309/44 , C11D1/12
摘要： NEW MATERIAL:A compound of formulaI(X and X are H or 1-2C alkyl; m is 2, 3, 4 or 5) and a salt thereof. EXAMPLE:Sodium 3-( perfluoro-1-oxo-3,6,9-trioxa-2,5,8-trimethyl-dodecyl )-2, 4-dimethyl-1-benzenesulfonate. USE:An anionic surfactant useful as an emulsifying agent, oil fire extinguisher, plating bath additive, treating agent for textile, paper, leather, etc. PROCESS:A compound of formula II is reacted with a compound of formula III in the presence of AlCl3 as a catalyst by the Friedel-Crafts-acylation reaction, and the resultant compound of formulaIV is sulfonated with fuming sulfuric acid to afford the compound of formula I.

38. 发明专利

JPH0363543B2 失效
公开(公告)号：JPH0363543B2
公开(公告)日：1991-10-01
申请号：JP15100682
申请日：1982-08-31
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , KITATSUME TOMOYA
IPC分类号： C07C17/16 , C07B39/00 , C07C17/00 , C07C67/00 , C07C213/00 , C07C225/06

39. 发明专利

JPS62178577A FLUORINE-CONTAINING HETEROCYCLIC COMPOUND 失效
公开(公告)号：JPS62178577A
公开(公告)日：1987-08-05
申请号：JP2164986
申请日：1986-02-03
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , TAKAOKA AKIO
IPC分类号： C07D277/64 , C07D263/56 , C07D265/36 , C07D279/16
摘要： NEW MATERIAL:A compound expressed by formula I [R is H, alkyl, etc.; R is formula II-IV (Rf is fluorine-containing alkyl); X is O or S]. EXAMPLE:2-Hydroxy-2-trifluoromethyl-2H-1,4-benzoxazin-3(4H)-one. USE:An intermediate for medicines, agricultural chemicals, etc., usable as, e.g. an intermediate for antiepiloptic agents, sedative and hypnotic agents and sulfonamides. PREPARATION:For example, a trifluoropyruvic acid hydrate expressed by formula V is reacted with an o-aminophenol compound while refluxing dioxane to afford the aimed compound expressed by formula I.

40. 发明专利

JPS61205262A FLUORINE-CONTAINING PYRIMIDINE DERIVATIVE 失效
公开(公告)号：JPS61205262A
公开(公告)日：1986-09-11
申请号：JP4682585
申请日：1985-03-09
申请人： DAIKIN IND LTD
发明人： ISHIKAWA NOBUO , TAKAOKA AKIO
IPC分类号： C07D487/04 , A61K31/505 , A61P31/04 , A61P35/00 , C07D239/54 , C07D239/553 , C07D513/04
摘要： NEW MATERIAL:A compound shown by the formula I [R is H, aliphatic or aromatic group, or -NHR', or -OR', or SR'(R' is H, alkyl, alkenyl, or aryl) and a compound shown by the formula II (X is S, O, NH, or CH2; Y is group and Y and X form ring). EXAMPLE:1-Hydro-4-hydroxy-2-methyl-5-fluoro-6-pyrimidinone. USE:An anticancer drug or germicide. PREPARATION:Hexafluoropropene is used as a raw material, treated according to the reaction formula to give alpha-fluoromalonic acid diethyl ester, which is refluxed with an amidine derivative hydrochloride in an EtONa/EtOH system for 5 hours and neutralized with 1 N-HCl after cooling, to give crystal shown by the formula I.

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