公开(公告)号：JPS5253878A

公开(公告)日：1977-04-30

申请号：JP12931875

申请日：1975-10-29

Applicant: UBE INDUSTRIES

Inventor： MAZAKI MITSUO ,  FUKUI KIYOSHI ,  KITA JIYUNICHIROU

IPC: C07D223/10

Abstract: PURPOSE:To prepare2-alkoxy-3H-azepines, which are useful as intermediates for blood sugar depressants, diuretics, antibacterial agents, etc., form easily available materials in high yields.

公开(公告)号：JPS5888359A

公开(公告)日：1983-05-26

申请号：JP18689181

申请日：1981-11-24

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  MATSUO FUMIO

IPC: C07D207/456 ,  A01N37/32

Abstract: NEW MATERIAL:The compound of formulaI[R is 1-4C alkyl, 1-4C alkoxy or halogen; m is 0-3; R is 1-4C alkyl, benzyl, cyclohexyl or group of formula II(R is 1-4C alkyl, 1-4C alkoxy, or halogen; n is 0-3); X is 2-5C alkoxycarbonyl, aliphatic acyl, benzoyl, or cyano]. EXAMPLE:3-Anilino-4-ethoxycarbonyl-1-phenylmaleimide. USE:Pharmaceuticals, agricultural chemicals, and their intermediates. PROCESS:The compound of formulaIcan be prepared by reacting the aminomaleimide comound of formula III with the isocyanate of formula IV in an inert solvent in the presence of a tertiary amine and/or quaternary ammonium chloride, at 20-150 deg.C for 1-50hrs.

公开(公告)号：JPS5671049A

公开(公告)日：1981-06-13

申请号：JP14777779

申请日：1979-11-16

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KAKEYA NOBORU ,  FUJIMURA SUSUMU ,  KITA JIYUNICHIROU ,  OKIMOTO KIYOMI ,  SUGIHARA HIROSHI

IPC: C07B61/00

Abstract: PURPOSE:To obtain the titled compound useful as an intermediate for an additive of a medicine, agricultural chemical and high polymer in high yield, by reacting a cyanoformate with an active bromomethylene compound in the presence of a low-valent metal halide, and treating the reaction product with water, etc. CONSTITUTION:A cyanoformate of formula I (R is 1-4C alkyl), e.g. methyl cyanoformate or butyl cyanoformate, is reacted with an active methylene compound, e.g. methyl bromocyanoacetate or propyl bromocyanoacetate, of formula II (R is 1-4C alkyl; Y is group of CN, etc.) in the presence of a metal halide of the formula MXn (M is tinhe or titanium; X is Cl or Br; n is 2 when M is tin, and 3 when M is titanium), and the reaction product is then treated with water or an acidic aqueous solution to give the titled compound of formula III without using a base.

公开(公告)号：JPS55136115A

公开(公告)日：1980-10-23

申请号：JP4037179

申请日：1979-04-05

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU

IPC: C01B32/80

Abstract: PURPOSE:To easily produce high purity phosgene by reacting CO and Cl2 in the presence of phosphine sulfide or phosphine selenide as catalyst in a solvent. CONSTITUTION:In the presence of phosphine sulfide or phosphine selenide represented by formula I (where R is 1-18C straight chain or branched chain alkyl or 6-12C aryl, the group may be substituted with Cl and F, three Rs are same or different, and X is S or Se), CO and Cl2 are reacted in a solvent such as CCl4 or CHCl3 which dissolves Cl2 and the resulting phosgene and is inert to them. When CO is used in excess of Cl2, high purity phosgene is obtd. After separating gaseous phosgene the catalyst-contg. solvent is recycled.

公开(公告)号：JPS5589240A

公开(公告)日：1980-07-05

申请号：JP16110378

申请日：1978-12-28

Applicant: UBE INDUSTRIES

Inventor： KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  MATSUNAMI SATOSHI

IPC: C07C51/60 ,  B01J27/00 ,  B01J27/14 ,  C07B61/00 ,  C07C51/00 ,  C07C63/10 ,  C07C63/30 ,  C07C67/00 ,  C07C201/00 ,  C07C205/59

Abstract: PURPOSE:To obtain the title compound in one step in high yield, without using highly toxic phosgene, by the reaction of an aromatic carboxylic acid derivative with CO and Cl2, using a catalyst, e.g. phosphine sulfide. CONSTITUTION:An aromatic carboxylic acid or its anhydride, CO and Cl2 are made to react in a stoichiometric amount in a solvent at 60-200 deg.C in the presence of a phosphine sulfide or selenide of formula I (R=C1-11 alkyl, C6-14 aryl etc.; X=S or Se), e.g. tributylphosphine sulfide or triphenylphosphine selenide, to give the corresponding aromatic carboxylic acid chloride. The amount of the above catalyst is preferably in the range of 1/200-1/15mol based on the product of the number of mols of the aromatic carboxylic acid (anhydride) and the number of the carboxyl or its anhydride groups in one molecule of the acid or its anhydride.

公开(公告)号：JPS5589239A

公开(公告)日：1980-07-05

申请号：JP16110278

申请日：1978-12-28

Applicant: UBE INDUSTRIES

Inventor： KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  MATSUNAMI SATOSHI ,  MAZAKI MITSUO

IPC: C07C51/60 ,  B01J27/00 ,  B01J27/14 ,  C07B61/00 ,  C07C51/00 ,  C07C63/10 ,  C07C63/22 ,  C07C67/00 ,  C07C201/00 ,  C07C205/59

Abstract: PURPOSE:To obtain the title compound in one step in high yield, without using phosgene., by the reaction of an aromatic carboxylic acid derivative with CO and Cl2, using a specific catalyst, e.g. phosphine oxide. CONSTITUTION:An aromatic carboxylic acid or its acid anhydride, Co and Cl2 are made to react in a solvent at 60-200 deg.C in the presence of a phosphine oxide of formula I (R=C6-14 aryl, C7-14 aralkyl; provided that at least one of the three Rs is aryl or aralkyl mentioned above), e.g. methyldiphenylphosphine oxide, and/or a phosphonous dichloride of formula II, e.g. triphenylphosphosphonous dichloride, to give the corresponding aromatic carboxylic acid chloride. The amount of the above catalyst is preferably in the range of 1/200-1/50mol based on the product of the number of moles the aromatic carboxylic acid and the number of the carboxyl groups contained in one molecule of the acid.

公开(公告)号：JPS5337680A

公开(公告)日：1978-04-06

申请号：JP11073176

申请日：1976-09-17

Applicant: UBE INDUSTRIES

Inventor： MAZAKI MITSUO ,  FUKUI KIYOSHI ,  KITA JIYUNICHIROU

IPC: C07D223/10

Abstract: PURPOSE:To prepare title compounds useful as intermediate for ?-caprolactams at high reaction rate and in high yield by hydrolyzing 2-alkyxy-3H axepines with superheated steam.

公开(公告)号：JPS5862174A

公开(公告)日：1983-04-13

申请号：JP15949681

申请日：1981-10-08

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  OKIMOTO KIYOMI ,  JIBIKI HIROSHI

IPC: C07D487/04 ,  A01N43/90

Abstract: NEW MATERIAL:A pyrrolopyrimidine derivative shown by the formulaI(R and R are 1-4C alkyl, 2-4C alkenyl, 5-7C cycloalkyl, 7-10C aralkyl, or a group shown by the formula II; R is 1-4C alkyl, or halogen; n is 0-3). EXAMPLE:3,6-Dimethyl-2-hydroxy-3,4,6,7-tetrahydro-4,5,7-trioxo-5H-pyrr olo[3,4- d]pyrimidine. USE:Useful as an agricultural chemical, drug, or intermediate for them. PROCESS:For example, an aminomaleimide shown by the formula III is reacted with phosgene or chloroformic trichloromethyl ester in the presence of pyridine in a solvent such as benzene, etc. usually at -20-100 deg.C, to give a compound shown by the formulaI. In another method, a compound shown by the formula IV is subjected to ring closure in the presence of boron trifluoride under heating at 50-150 deg.C, to give the compound shown by the formulaI.

公开(公告)号：JPS5862166A

公开(公告)日：1983-04-13

申请号：JP15949481

申请日：1981-10-08

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  YOKOO YASUHIKO

IPC: C07D239/557 ,  A61K31/505 ,  C07D239/54

Abstract: NEW MATERIAL:A compound shown by the formulaI(R is 1-4C alkyl, or phenyl; R is 1-4C alkyl). USE:A drug, agricultural chemical and an intermediate for them. PROCESS:A compound shown by the formula II is reacted with phosgene or chloroformic trichloromethyl ester in a solvent, preferably sufficiently anhydrous aromatic hydrocarbon, halogenated hydrocarbon, etc. in the presence of pyridine at -20-40 deg.C for 1-30hr, to give a compound shown by the formulaI. The amount of pyridine used is preferably 2mol based on 1mol phsogene and 4mol based on 1mol chloroformic trichloromethyl ester. The amount of the compound shown by the formula II used is preferably 0.4-1mol based on 1mol phosgene and 0.2-0.5mol based on 1mol chloroformic trichloromethyl ester.

公开(公告)号：JPS5859967A

公开(公告)日：1983-04-09

申请号：JP15807681

申请日：1981-10-06

Applicant: UBE INDUSTRIES

Inventor： FUKUI KIYOSHI ,  KITA JIYUNICHIROU ,  FUJIMURA SUSUMU ,  MATSUO FUMIO

IPC: C07D207/456 ,  A01N37/32

Abstract: NEW MATERIAL:An aminomaleimide of formulaI[R is H, 1-4C alkyl, 2- 4C alkenyl, 5-7C cycloalkyl, 7-10C aralkyl, formula III (R is 1-4C alkyl, 1-4C alkoxy, halogen; n is 0, 1, 2, 3)]. EXAMPLE:3-Amino-4-carbamoylmaleimide. USE:Medicines, agricultural chemicals or their intermediate. PREPARATION:The reaction between a cyanoformic acid ester of N C-COOR R is 1-4C alkyl) and a bromomalonamide of formula II in the presence of stannous chloride is followed by treatment of the reaction product with water or an acidic aqueous solution to give the compound of formulaI.