公开(公告)号：US06649768B1

公开(公告)日：2003-11-18

申请号：US10309961

申请日：2002-12-04

Applicant: Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D40104

CPC classification number: C07D401/04

Abstract: A production method including a step for converting a halogen compound of the formula (6) or a salt thereof to a glyoxal compound of the formula (2) or a salt thereof in dimethyl sulfoxide, and a step for reacting the glyoxal compound of the formula (2) or a salt thereof obtained in the previous step with ammonia and an aldehyde compound of the formula (3) or a salt thereof can conveniently produce an imidazole compound of the formula (1) or a salt thereof. The imidazole compound is a synthetic intermediate for a compound useful as pharmaceutical agents and agricultural chemicals. The production method is suitable for industrial scale production. is wherein each symbol is as defined in the specification.

Abstract translation: 一种制备方法，其包括将式（6）的卤素化合物或其盐转化为二甲基亚砜中的式（2）的乙二醛化合物或其盐的步骤和使式（Ⅳ）的乙二醛化合物反应的步骤 （3）的醛化合物或其盐可以方便地制备式（1）的咪唑化合物或其盐。 咪唑化合物是用作药剂和农药的化合物的合成中间体。 该制造方法适用于工业规模生产，其中每个符号如说明书中所定义。

公开(公告)号：US06376678B1

公开(公告)日：2002-04-23

申请号：US09521058

申请日：2000-03-08

Applicant: Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Kiyoshi Sugi ,  Kozo Matsui ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D21170

CPC classification number: C07D213/06 ,  C07D213/42

Abstract: A production method of hydrazine derivative having a group of the formula (II) which comprises subjecting a hydrazone derivative having a group of the formula (I) to catalytic reduction and deactivating the reduction catalyst contained in the reaction mixture thereof. According to the production method of the present invention, which is industrially superior, hydrazine derivative (II) stable even in a solution state can be produced

Abstract translation: 具有式（II）基团的肼衍生物的制备方法，其包括将具有式（I）的基团的腙衍生物进行催化还原和使其反应混合物中所含的还原催化剂失活。 根据工业上优越的本发明的制造方法，可以制造即使在溶液状态下稳定的肼衍生物（II）

公开(公告)号：US06242608B1

公开(公告)日：2001-06-05

申请号：US09602031

申请日：2000-06-23

Applicant: Kozo Matsui ,  Kiyoshi Sugi ,  Yoshihide Umemoto ,  Tetsuya Shintaku ,  Nobushige Itaya

Inventor： Kozo Matsui ,  Kiyoshi Sugi ,  Yoshihide Umemoto ,  Tetsuya Shintaku ,  Nobushige Itaya

IPC: C07D21170

CPC classification number: C07D213/42 ,  C07D213/26 ,  C07D213/48

Abstract: A series of compounds capable of deriving an intermediate for the production of a compound (A) of the following formula, which is an anti-HIV drug, and a production method thereof. To be specific, 4-(pyridin-2-yl)benzaldehyde hydrazone, a production method of this compound, and a production method from this compound to N-(tert-butoxycarbonyl)-N′-[4-(pyridin-2-yl)phenylmethylidene]hydrazine. In addition, a salt of 2-(4-bromomethylphenyl)pyridine, 2-(4-dibromomethylphenyl)pyridine and a salt thereof, production methods of these compounds, and production methods to derive 4-(pyridin-2-yl)benzaldehyde which is a production intermediate for 4-(pyridin-2-yl)benzaldehyde hydrazone from these compounds.

Abstract translation: 一系列能产生下式的化合物（A）的中间体的化合物，其为抗HIV药物及其制备方法。 具体地说，4-（吡啶-2-基）苯甲醛腙，该化合物的制备方法，以及由该化合物制备N-（叔丁氧基羰基）-N' - [4-（吡啶-2-基） 苯基亚甲基]肼。 此外，2-（4-溴甲基苯基）吡啶，2-（4-二溴甲基苯基）吡啶及其盐的盐，这些化合物的制备方法和得到4-（吡啶-2-基）苯甲醛的制备方法 是来自这些化合物的4-（吡啶-2-基）苯甲醛腙的生产中间体。

公开(公告)号：US4740612A

公开(公告)日：1988-04-26

申请号：US825966

申请日：1986-02-05

Applicant: Takashi Matsuo ,  Nobushige Itaya ,  Osamu Magara

Inventor： Takashi Matsuo ,  Nobushige Itaya ,  Osamu Magara

IPC: C07C69/743 ,  A01N37/06 ,  A01P7/04 ,  C07C20060101 ,  C07C23/04 ,  C07C49/16 ,  C07C49/163 ,  C07C49/327 ,  C07C51/377 ,  C07C61/15 ,  C07C61/35 ,  C07C61/40 ,  C07C62/18 ,  C07C67/00 ,  C07C69/74 ,  C07C69/747 ,  C07C69/757

CPC classification number: C07C45/65 ,  C07C45/69

Abstract: A novel process for producing a .beta.-dihalogenoethenylcyclopropane derivative of the formula, ##STR1## wherein R.sub.1 is a hydrogen atom or an alkyl group, R.sub.3 is a hydrogen atom, lower alkyl, acyl, carboxyl or alkoxycarbonyl group and R is a hydrogen atom or a lower alkyl group and each of Y.sub.1 and Y.sub.2 is a fluorine, chlorine or bromine atom respectively, which is an acidic moiety of the useful synthetic insecticides of the pyrethrin type, which process comprises a combination of a series of sequential steps starting from alkyl 3-butenyl ketone derivative of the formula (I), which may be shown according to the following reaction scheme: ##STR2## According to this process, objective compound of the formula (VI) having any cis/trans ratio can be produced by selecting the reaction condition of the Stages II-1, II-2, and IV-2.

Abstract translation: 一种制备下式的β-二卤代乙酰基环丙烷衍生物的新方法，其中R1是氢原子或烷基，R3是氢原子，低级烷基，酰基，羧基或烷氧基羰基，R是氢原子或 低级烷基，Y1和Y2各自分别是氟，氯或溴原子，它们是除虫菊酯类有用的合成杀虫剂的酸性部分，该方法包括从烷基3开始的一系列顺序步骤的组合 （VI）的目标化合物，其具有任何顺式（Ⅵ）的式（Ⅵ）的化合物， /反式比可以通过选择阶段II-1，II-2和IV-2的反应条件来产生。

公开(公告)号：US4343953A

公开(公告)日：1982-08-10

申请号：US159497

申请日：1980-06-16

Applicant: Noritada Matsuo ,  Nobushige Itaya ,  Kohichi Aketa ,  Osamu Magara ,  Toshio Nishioka

Inventor： Noritada Matsuo ,  Nobushige Itaya ,  Kohichi Aketa ,  Osamu Magara ,  Toshio Nishioka

IPC: C07C45/66 ,  C07C45/67 ,  C07C45/72 ,  C07C49/24 ,  C07C45/45

CPC classification number: C07C49/24 ,  C07C45/66 ,  C07C45/673 ,  C07C45/72

Abstract: The present invention relates to a novel method for producing cyclopentenolone of the formula (I), ##STR1## which is a useful intermediate for producing agricultural chemicals, which comprises reacting an acetonedicarboxylic ester of the formula (VII), ##STR2## wherein R is a C.sub.1 -C.sub.6 alkyl group, with 2-propynyl chloride in the presence of magnesium alkoxide and in the presence of alkali iodide to obtain novel mono-(2-propynyl)-substituted acetonedicarboxylic ester of the formula (VI), ##STR3## wherein R is as defined above; hydrolyzing the mono-(2-propynyl)-substituted acetonedicarboxylic ester of the formula (VI) under alkaline conditions with an alkali and then reacting the hydrolyzed product with methylglyoxal of the formula, ##STR4## to obtain novel .gamma.-diketone of the formula (V), ##STR5## and ring-closing the .gamma.-diketone of the formula (V) under alkaline condition.

Abstract translation: 本发明涉及一种制备式（I）的环戊烯醇酮的新方法，其是用于生产农药的有用的中间体，其包括使式（VII）的丙酮二羧酸酯， （Ⅶ）其中R是C 1 -C 6烷基，与2-丙炔基氯在烷氧基镁存在下，在碱金属碘化物的存在下，得到式（Ⅵ）的新型单 - （2-丙炔基） - 取代的丙酮二羧酸酯 ），其中R如上定义; 在碱性条件下用碱水解式（Ⅵ）的单 - （2-丙炔基） - 取代的丙二酸二羧酸酯，然后使水解产物与下式的甲基乙二醛反应，得到式（Ⅵ）的新的γ-二酮 V），（V）并在碱性条件下闭合式（V）的γ-二酮。

公开(公告)号：US4328166A

公开(公告)日：1982-05-04

申请号：US209065

申请日：1980-11-21

Applicant: Fumio Fujita ,  Hiroshi Kishida ,  Nobushige Itaya ,  Ichiki Takemoto

Inventor： Fumio Fujita ,  Hiroshi Kishida ,  Nobushige Itaya ,  Ichiki Takemoto

IPC: C07C205/37 ,  C07C273/18 ,  C07C275/64 ,  C07C103/22 ,  C07C79/36 ,  C07C103/26 ,  C07C119/048

CPC classification number: C07C275/64 ,  C07C205/37 ,  C07C273/1854

Abstract: A compound of the formula: ##STR1## which is useful as a herbicide, is effectively produced by reacting a compound of the formula: ##STR2## with dimethyl sulfate in a two phase reaction medium consisting of water and a hydrophobic organic solvent in the presence of a phase transfer catalyst, or produced through a novel intermediate of the formula: ##STR3##

公开(公告)号：US4053625A

公开(公告)日：1977-10-11

申请号：US634850

申请日：1975-11-24

Applicant: Isao Ono ,  Yoshitoshi Okuno ,  Toshio Nishioka ,  Nobushige Itaya

Inventor： Isao Ono ,  Yoshitoshi Okuno ,  Toshio Nishioka ,  Nobushige Itaya

IPC: A01N37/32 ,  A01N53/04 ,  A01P7/04 ,  C07D207/00 ,  C07D207/44 ,  C07D207/448 ,  C07D207/452 ,  C07D207/456 ,  A01N9/22

CPC classification number: C07D207/448 ,  C07D207/452

Abstract: A cyclopropanecarboxylic acid ester of the formula (I), ##STR1## wherein R.sub.1 is a hydrogen atom, methyl group or a fluorine, chlorine or bromine atom, R.sub.2 is a fluorine, chlorine or bromine atom, and each of R.sub.3 and R.sub.4 is independently a hydrogen atom, a C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.3 alkenyl or C.sub.2 -C.sub.3 alkynyl group, an alkyl- or halogen-substituted aryl, unsubstituted aryl group or an aralkyl group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting an alcohol, halide or arylsulfonate compound of the formula (II), ##STR2## wherein R.sub.3 and R.sub.4 have the same meanings as defined above and A is a hydroxyl group, a halogen atom or an arylsulfoxy group, with a cyclopropanecarboxylic acid of the formula (III), ##STR3## wherein R.sub.1 and R.sub.2 have the same meanings as defined above, or its reactive derivative.

公开(公告)号：US4003945A

公开(公告)日：1977-01-18

申请号：US461029

申请日：1974-04-15

Applicant: Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

Inventor： Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

IPC: C07C69/743 ,  A01N53/10 ,  C07C69/74 ,  C07D307/28 ,  C07D307/45 ,  C07D309/06 ,  C07D309/22 ,  C07D317/54 ,  C07D333/16

CPC classification number: C07D307/42 ,  C07C403/12 ,  C07D307/28 ,  C07D309/06 ,  C07D309/22 ,  C07D317/54 ,  C07D333/16 ,  C07C2101/02 ,  C07C2101/08 ,  C07C2101/14 ,  C07C2101/16 ,  Y10S514/937 ,  Y10S514/952 ,  Y10S514/953 ,  Y10S514/957

Abstract: Novel alkynylcyclopropanecarboxylic acid esters represented by the formula, ##STR1## wherein R.sub.1 represents hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, C.sub.1 -C.sub.4 alkoxy C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio C.sub.1 -C.sub.4 alkyl, aryl, aryl C.sub.1 -C.sub.4 alkyl, furyl, substituted furyl, thienyl, substituted thienyl, furfuryl, substituted furfuryl, thenyl, substituted thenyl, cyclo C.sub.3 -C.sub.6 alkyl, substituted cyclo C.sub.3 -C.sub.6 alkyl, cyclo C.sub.3 -C.sub.6 alkenyl or substituted cyclo C.sub.3 -C.sub.6 alkenyl; R.sub.2 and R.sub.3 individually represent hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, aryl, aryl C.sub.1 -C.sub.4 alkyl or may form a carbon-carbon bond; or R.sub.1 and R.sub.3 are bonded to each other at the ends to form a polymethylene chain containing or not containing an oxygen or a sulfur atom, or R.sub.1 and R.sub.2 are bonded to each other at the ends to form a polymethylene chain containing or not containing an oxygen or a sulfur atom; R.sub.4 represents hydrogen or methyl; R.sub.5 represents hydrogen, methyl, vinyl, 1-propenyl, 2-methyl-1-propenyl, 2-methoxymethyl-1-propenyl, 2-methoxycarbonyl-1-propenyl, 2,2-dichlorovinyl or cyclopentyl-idenemethyl when R.sub.4 is hydrogen, and R.sub.5 represents methyl when R.sub.4 is methyl; and R.sub.6 and R.sub.7 represent hydrogen or methyl. These novel esters are produced by reacting an alcohol or its halide or arylsulfonate of the formula, ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6 are defined above, and A is hydroxy, halogen or arylsulfoxy, with a cyclopropane-carboxylic acid of the formula, ##STR3## wherein R.sub.4, R.sub.5 and R.sub.7 are as defined above, or its reactive derivative. These esters are useful as an insecticide harmless to mammals.

Abstract translation: 由式表示的新型炔基环丙烷羧酸酯，其中R 1表示氢，卤素，具有至多5个碳原子的低级烷基，具有至多5个碳原子的低级链烯基，低至5个碳原子的低级炔基，C1-C4烷氧基 C 1 -C 4烷基，C 1 -C 4烷硫基C 1 -C 4烷基，芳基，芳基C 1 -C 4烷基，呋喃基，取代的呋喃基，噻吩基，取代的噻吩基，糠基，取代的糠基，噻吩基，取代的芳基，环C 3 -C 6烷基，取代的环 C 3 -C 6烷基，环C 3 -C 6烯基或取代的环C 3 -C 6烯基; R 2和R 3各自表示氢，卤素，具有至多5个碳原子的低级烷基，具有至多5个碳原子的低级链烯基，具有至多5个碳原子的低级炔基，芳基，芳基C 1 -C 4烷基或可形成碳 - 碳 键; 或者R 1和R 3在末端彼此键合以形成含有或不含有氧原子或硫原子的多亚甲基链，或者R 1和R 2在末端彼此结合形成含有或不含有 氧或硫原子; R4代表氢或甲基; 当R4为氢时，R5代表氢，甲基，乙烯基，1-丙烯基，2-甲基-1-丙烯基，2-甲氧基甲基-1-丙烯基，2-甲氧基羰基-1-丙烯基，2,2-二氯乙烯基或环戊基 - 当R 4为甲基时，R 5表示甲基; 并且R 6和R 7表示氢或甲基。 这些新型酯通过使下式的醇或其卤化物或芳基磺酸盐与其中R1，R2，R3和R6定义如上，A是羟基，卤素或芳基磺酰基的醇或其卤化物或芳基磺酸酯与 式，其中R 4，R 5和R 7如上所定义，或其反应性衍生物。 这些酯可用作对哺乳动物无害的杀虫剂。

公开(公告)号：US3932459A

公开(公告)日：1976-01-13

申请号：US491636

申请日：1974-07-25

Applicant: Yoshitoshi Okuno ,  Masachika Hirano ,  Isao Ohno ,  Hisami Takeda ,  Osamu Magara ,  Nobushige Itaya ,  Toshio Nishioka ,  Toshio Mizutani ,  Nobuo Ohno ,  Takashi Matsuo

Inventor： Yoshitoshi Okuno ,  Masachika Hirano ,  Isao Ohno ,  Hisami Takeda ,  Osamu Magara ,  Nobushige Itaya ,  Toshio Nishioka ,  Toshio Mizutani ,  Nobuo Ohno ,  Takashi Matsuo

IPC: C07C69/747 ,  A01N53/04 ,  A01N53/06 ,  C07C67/00 ,  C07C253/00 ,  C07C255/39 ,  C07D307/45 ,  C07D307/56 ,  C07D317/54 ,  C07D333/16 ,  C07D333/24 ,  C07D333/78

CPC classification number: C07D333/16 ,  C07D333/78

Abstract: A new cyclopropanecarboxylic acid ester represented by the formula, ##SPC1##Wherein R.sub.1 is alkyl having up to four carbon atoms, alkenyl having up to five carbon atoms, cycloalkenyl having up to six carbon atoms, alkenyl having up to five carbon atoms, benzyl, phenoxy or halogen; R.sub.2 and R.sub.3 are hydrogen, halogen or methyl; and any adjacent two of R.sub.1, R.sub.2 and R.sub.3 may combine to form polymethylene, which is useful as insecticides and acaricides having a strong insecticidal activity but a low toxicity to mammals, in agriculture, horticulture as well as public health.

Abstract translation: 由下式表示的新的环丙烷羧酸酯WHEREIN R1是具有至多4个碳原子的烷基，具有至多5个碳原子的烯基，具有至多6个碳原子的环烯基，具有至多5个碳原子的链烯基，苄基，苯氧基或卤素 ; R2和R3是氢，卤素或甲基; 并且R 1，R 2和R 3中的任何相邻的两个可以结合形成多亚甲基，其可用作具有强的杀虫活性但对哺乳动物毒性低，在农业，园艺以及公共卫生中的杀虫剂和杀螨剂。

公开(公告)号：US08026081B2

公开(公告)日：2011-09-27

申请号：US12294051

申请日：2007-03-22

Applicant: Nobushige Itaya ,  Hiroshi Maeda ,  Yuki Sato

Inventor： Nobushige Itaya ,  Hiroshi Maeda ,  Yuki Sato

IPC: C12P1/00 ,  C12P7/62

CPC classification number: C07C323/52 ,  C07B2200/07 ,  C07C67/31 ,  C07C69/708 ,  C12P7/26 ,  C12P7/62 ,  C12P41/005

Abstract: Provided is a method capable of industrially producing optically active (S)-7-hydroxy-6-methylheptan-2-one and its precursor simply and efficiently. The production method, allows a R-body preferentially hydrolyzable Aspergillus microorganism-derived esterase to act on a 2-methyl-6-oxoheptanoate (II), to produce an optically active (S)-2-methyl-6-oxoheptanoate (III).

Abstract translation: 本发明提供能够简单有效地工业生产光学活性（S）-7-羟基-6-甲基庚-2-酮及其前体的方法。 制备方法允许R体优先水解的曲霉微生物衍生的酯酶作用于2-甲基-6-氧代庚酸酯（II），以产生光学活性的（S）-2-甲基-6-氧代庚酸酯（III） 。