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公开(公告)号:JPH11158145A
公开(公告)日:1999-06-15
申请号:JP32600797
申请日:1997-11-27
Applicant: SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , HAGIWARA TOSHINORI
IPC: C07D209/18 , A01N43/38
Abstract: PROBLEM TO BE SOLVED: To simply obtain the subject compound useful as a plant growth promoter in a single step by reacting indoles with a base having a definite strength or above and reacting the resultant compound with a trifluorocrotonic acid derivative. SOLUTION: Indoles of formula I (X is H, a lower alkyl or a halogen) are reacted with (B) a base in which pKa of conjugate acid is larger than pKa of the component A (e.g. an alkyl metal compound such as methyllithium or a metal alkoxide such as sodium ethoxde) and then reacted with (C) 4,4,4- trifluorocrotonic acid derivative of formula II (R is an ester type or amide type protecting group of carboxylic acid part) to provide the objective 4,4,4- trifluoro-3-(3-incolyl)lactic acid (TFIBA) of formula III. Furthermore, the component C is preferably used in 0.7-1 equivalent amount based on the component A. According to this method, TFIBA whose carboxyl group is protected can be obtained in a single step.
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公开(公告)号:JPH09295948A
公开(公告)日:1997-11-18
申请号:JP67097
申请日:1997-01-07
Applicant: SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , HAGIWARA TOSHINORI , YAMAMOTO TOSHINORI
IPC: C07D209/48 , B01J27/12 , B01J27/236 , C07B41/12 , C07B45/06 , C07B47/00 , C07B53/00 , C07B61/00 , C07C67/11 , C07C69/78 , C07C319/14 , C07C323/07 , C07F9/6568
Abstract: PROBLEM TO BE SOLVED: To obtain a fluorine-containing compound useful as a synthetic intermediate for a medicine, a chemical or a functional material, by carrying out the functional replacement reaction of an α-perfluoroalkylated alcohol derivative, which has been regarded to be difficult, in the presence of a specific compound. SOLUTION: A sulfonic acid ester of an α-perfluoroalkylated alcohol of formula I (R and R are each H, an alkyl, an aromatic group, an aralkyl, an alkenyl or R and R form a ring with an adjoining carbon atom; Rf is a perfluoroalkyl; R is an alkyl, an aromatic group or a halogen) is reacted with a nucleophilic reagent of the formula HY [Y is Q R , Q R R (Q is O, S, selenium or tellurium; Q is N, P or arsine; R to R are each H, alkyl, an aromatic group, etc.; R and R form a ring) in the presence of a basic substance to give a fluorine-containing compound of formula II. NaOH, KF, phenyllithium may be cited as the basic substance. For example, a compound of formula V is obtained from a compound of formula III and a compound of formula IV by using the method.
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公开(公告)号:JPH09241192A
公开(公告)日:1997-09-16
申请号:JP5135196
申请日:1996-03-08
Applicant: SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , HIROZAWA TOMOTARI , WAKASA NORIKO
IPC: C07C29/149 , C07B61/00 , C07C31/02
Abstract: PROBLEM TO BE SOLVED: To obtain an alcohol useful as a raw material for medicines, a perfume, etc., under mild conditions in high yield and in high selectivity by a catalytic hydrogenation reduction of a carboxylic acid. SOLUTION: (B) A carboxylic acid is hydrogenated and reduced in a hydrocarbon-based solvent in the presence of (A) a catalyst comprising at least one of elements of the group VIII (preferably rhodium, ruthenium or palladium) of the periodic table and at least one of elements of the group VIb (preferably molybdenum or tungsten) or an element of the group VII (preferably rhenium). The catalyst of the component A may be supported on a carrier. The amount of the catalyst used is preferably 0.01-10mol% based on the component B.
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公开(公告)号:JPH09216853A
公开(公告)日:1997-08-19
申请号:JP2462697
申请日:1997-02-07
Applicant: SAGAMI CHEM RES
Inventor: HIRAI KENJI , FUCHIGAMI TAKAMASA , FUJITA ATSUKO , HIROSE HIROAKI , YOKOTA MASAHIRO , NAGATO SHOIN
IPC: C07C205/42 , A01N37/10 , C07C219/34 , C07C265/12
Abstract: PROBLEM TO BE SOLVED: To obtain a dihalophenylcarbonate derivative expressed by a specific formula and useful as a synthetic intermediate of a new hydantoin derivative. SOLUTION: This derivative of formula I (X and Y are each a halogen; R' is a lower alkyl of >=2C or an aralkyl), preferably a compound of formula II (A is an amino or an isocyanate; R is a lower alkyl or an aralkyl), in concrete, 2-fluoro-4-chloro-5-ethoxycarbonyloxynitrobenzene, etc. Further, the compound is preferably obtained e.g. through a urea derivative produced by reducing a nitrobenzene derivative of formula III (R is same as R) with hydrogen in the presence of a catalyst of platinum oxide, platinum-carbon or palladium- carbon to lead to an aniline derivative, further treating the aniline derivative with phosgene gas, and subsequently reacting with ammonia.
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公开(公告)号:JPH08169865A
公开(公告)日:1996-07-02
申请号:JP24431695
申请日:1995-09-22
Applicant: SAGAMI CHEM RES
Inventor: HIRAI KENJI , FUCHIGAMI TAKAMASA , FUJITA ATSUKO , HIROSE HIROAKI , YOKOTA MASAHIRO , NAGATO SHOIN
IPC: C07D233/78 , C07C205/43 , C07C219/34 , C07C265/12
Abstract: PURPOSE: To obtain the subject new compound useful as an intermediate for synthesizing herbicidal hydantoin derivatives [e.g. 3-(2'-fluoro-4'-chloro-5'- ethoxycarbonyloxyphenyl)-5-isopropylidene hydantoin]. CONSTITUTION: A compound of formula I (x, Y are each a halogen; Z is nitro, amino or isocyanato group; R is a lower alkyl, an aralkyl). For example, 2- fluoro-4-chloro-5-methoxycarbonyloxyaniline. The compound of formula I wherein Z in NH2 is obtained by reducing a compound of formula II (R is R) with hydrogen gas in the presence of platinum oxide, Pt-C or Pd-C catalyst. Further, the compound of formula I wherein Z is NCO is obtained by treating the compound with phosgene or trichloromethyl chloroformate.
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公开(公告)号:JP2509718B2
公开(公告)日:1996-06-26
申请号:JP33520789
申请日:1989-12-26
Applicant: SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , UBUKATA YUMIKO
IPC: B01J31/20 , C07B31/00 , C07B61/00 , C07C1/207 , C07C5/03 , C07C5/08 , C07C5/13 , C07C9/00 , C07C11/02 , C07C15/02 , C07C29/141 , C07C31/125 , C07C31/20 , C07C33/22 , C07C33/32 , C07C35/08 , C07C45/61 , C07C49/04 , C07C49/213 , C07C49/403 , C07C69/732 , C07C211/62 , C07C233/47 , C07F9/53 , C07F11/00
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公开(公告)号:JPH0881400A
公开(公告)日:1996-03-26
申请号:JP21708294
申请日:1994-09-12
Applicant: SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , HAGIWARA TOSHINORI
Abstract: PURPOSE: To provide a simple method of giving an alcohol derivative bearing a difluoromethylene group in the α-position, which is important as a starting substance for medicines, agrochemicals or functional materials. CONSTITUTION: A method of producing an alcohol derivative bearing a difluoromethylene group in the α-position, represented by the general formula: R R C(OSiR R R )-CF2 -R or R R C(OH)-CF2 -R (R and R are each H or an alkyl, alkenyl, or alkynyl group, or they may form a ring together with carbon atoms; R , R , R are each an alkyl or an aromatic group; R is an alkyl, aromatic, aralkyl, alkenyl and alkynyl group) comprises the reaction of a carbonyl compound of the general formula: R R C=O with a perfluoroalkylsilane of the general formula: R R R Si-CF2 -R in the presence of a reaction promotor.
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公开(公告)号:JPH0717960A
公开(公告)日:1995-01-20
申请号:JP16445393
申请日:1993-07-02
Applicant: TOSOH CORP , SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , WAKASA NORIKO , KA TOKUKA , KOGA KAZUYA , MIYAKE TAKANORI
IPC: B01J31/24 , C07D307/08
Abstract: PURPOSE:To produce tetrahydrofuran in a high yield by hydrogenating gamma- butyrolactone under milder condition in the presence of a catalyst. CONSTITUTION:Tetrahydrofuran is produced by hydrogenating gamma-butyrolactone in a homogeneous liquid phase. The reaction is carried out by adding borofluoric acid to the reaction system in the presence of a ruthenium compound and an organic phosphine compound.
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公开(公告)号:JPH06172338A
公开(公告)日:1994-06-21
申请号:JP32446892
申请日:1992-12-03
Applicant: TOSOH CORP , SAGAMI CHEM RES
Inventor: KOGA KAZUYA , MIYAKE TAKANORI , ARAI SHOJI , FUCHIGAMI TAKAMASA , WAKASA NORIKO , GA TOKUKA
IPC: B01J31/24 , C07B61/00 , C07D307/33
Abstract: PURPOSE:To obtain a method for producing lactones, especially gamma-butyrolactone in high activity and yield under relatively mild conditions using a stable catalyst in hydrogenating a saturated and/or an unsaturated dicarboxylic acid anhydride as a raw material. CONSTITUTION:This method for producing lactones is characterized by using an organic diphosphine compound in hydrogenating a saturated and/or an unsaturated dicarboxylic acid anhydride in the presence of a ruthenium catalyst in a liquid-phase homogeneous system.
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公开(公告)号:JPH06145159A
公开(公告)日:1994-05-24
申请号:JP29423392
申请日:1992-11-02
Applicant: TOSOH CORP , SAGAMI CHEM RES
Inventor: FUCHIGAMI TAKAMASA , WAKASA NORIKO , GA TOKUKA , MIYAKE TAKANORI , OKADA TAKASHI , FUJIMURA ATSUSHI , SASAKIHARA HIROYUKI , KANO YOSHIAKI , SAITO TOSHIHIRO
IPC: B01J27/135 , B01J31/02 , C07B61/00 , C07D307/33 , C07D309/30
Abstract: PURPOSE:To produce lactones, especially gamma-butyrolactone in high selectivity by one-stage hydrogenation reaction under a mild condition even in the case of a saturated or unsaturated dicarboxylic acid derivative as a raw material. CONSTITUTION:In hydrogenating a saturated or unsaturated dicarboxylic acid derivative, a catalyst comprising at least one metal selected from elements of group VIII of the periodic table or the metal and at least one element selected from elements of the group IVa, VIB or VIIb of the periodic table is used and the reaction is carried out in the presence of an alkali metal salt to produce lactones.
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