Nihon Nohyaku Co., Ltd.

Hiroki Kodama

Masanori Yoshida

Yoshimi Niwano

Takuya Motokawa

Hiroshi Yamaguchi

Kenji Tsubata

Kazuyuki Sakata

Tateki Nishida

Tomokazu Hino

Osamu Sanpei

Takeshi Katsuhira

Kazuo Kanai

Masahiro Uehara

Akihiko Yoshiura

Nobuyuki Niino

Yoshiyuki Kato

Noboru Abe

Michihiko Kawaguchi

A process for producing a substituted aminoquinazolinone derivative of formula (I), characterized by reducing a substituted iminoquinazolinone derivative of formula (II) with hydrogen in the presence of a catalyst and either of a halogen compound and a sulfur compound; a substituted iminoquinazolinone derivative of formula (II'); and a pest control agent containing the derivative of formula (II&#x2032;) or a salt thereof as an active ingredient and a method of using the same (in the formulae, R represents hydrogen, formyl, (C-C) alkyl, (C-C)alkoxy(C-C)alkyl, (C-C) alkylsulfonyl, optionally substituted phenylcarbonyl, etc.; Rrepresents an optionally substituted, 5- or 6-membered heterocycle having one to three heteroatoms selected among oxygen, sulfur, and nitrogen; Rrepresents hydrogen or (C-C) alkyl; X and X&#x2032; may be the same or different and each represents (C-C) haloalkyl, (C-C) haloalkoxy, etc.; n is an integer of 0; and n&#x2032; is an integer of 1-4).  

Process for producing substituted aminoquinazolinone derivative, intermediate therefor, and pest control agent

A novel process for producing a 2-halogenobenzamide compound useful as a raw material or active ingredient for medicines and agricultural chemicals. The process, which is for producing a 2-halogenobenzamide compound represented by the general formula (I): (wherein R, R, R, R, and Rmay be the same or different and each represents hydrogen or Calkyl; Rrepresents Calkyl; k is 1 or 2; Y, Y, Y, and Ymay be the same or different and each represents hydrogen, halogeno, etc.; and X represents chlorine, bromine, or iodine), is characterized by reacting an benzamide compound with a halogenating agent in the presence of a palladium catalyst to obtain a substituted benzamide compound and then reacting the resultant substituted benzamide compound with an oxidizing agent after or without isolating the substituted benzamide compound.

Process for producing 2-halogenobenzamide compound

The present invention provides a process for producing 2-halobenzoic acids of the general formula (I), characterized by reacting a benzoic acid of formula (II) with a halogenating agent in the presence of Pd catalyst: (wherein A is &#x2014;OH, &#x2014;OM (M is alkali metal), &#x2014;N(R)R(Rand Rare each H, C&#x2013;Calkyl, optionally substituted phenyl, or the like); R is H, C&#x2013;Calkyl, C&#x2013;Calkylcarbonyl, carboxyl, C&#x2013;Calkoxycarbonyl, optionally substituted phenylcarbonyl, or the like; n is 0 to 4; X is Cl, Br or I, or alternatively (R)n may be present on benzene-constituting carbon atoms adjacent to each other and form a C&#x2013;Calkylene- or C&#x2013;Calkenylene-fused ring).

Process for the preparation of 2-halobenzoic acids

A process for producing optically active 2-halo-1-(substituted phenyl)ethanol of a formula (Ia) or optically active styrene oxide of a formula (Ib). The process comprises the steps of reacting a compound of a formula (II) with phthalic anhydride to give a compound of a formula (III), performing optical resolution on the resulting compound using an optically active organic amine as a resolving agent, and finally performing hydrolysis or alcoholysis on the optically resolved compound (Ia) or (Ib). The scheme of the above process is: wherein X represents a halogen atom, Y represents a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.1 -C.sub.6 haloalkyl group or a C.sub.1 -C.sub.6 haloalkoxy group, Z represents a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 alkyl group, n is 0 or an integer of 1 to 3 and m is 0 or an integer of 1 to 2. The resulting optically active compounds are useful as an intermediate for medicines.

Production of optically active 2-halo-1-(substituted phenyl)ethanol and

Method for treating mycosis using imidazolylacetonitrile derivatives

A process for producing optically active 2-halo-1-(substituted phenyl)ethanol of a formula (Ia) or optically active styrene oxide of a formula (Ib). The process comprises the steps of reacting a compound of a formula (II) with phthalic anhydride to give a compound of a formula (III), performing optical resolution on the resulting compound using an optically active organic amine as a resolving agent, and finally performing hydrolysis or alcoholysis on the optically resolved compound (Ia) or (Ib). The scheme of the above process is: ##STR1## wherein X represents a halogen atom, Y represents a hydrogen atom, a halogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.1 -C.sub.6 haloalkyl group or a C.sub.1 -C.sub.6 haloalkoxy group, Z represents a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 alkyl group, n is 0 or an integer of 1 to 3 and m is 0 or an integer of 1 to 2. The resulting optically active compounds are useful as an intermediate for medicines.

A triazole compound or a pharmacologically acceptable salt thereof represented by the following formula (I) ##STR1## wherein R.sub.1 and R.sub.2 are the same or different from each other and each represents a hydrogen atom, a halogen atom or a C.sub.1 -C.sub.6 trihaloalkyl group, R.sub.3 represents a phenyl group which may be substituted or a heterocyclic aromatic ring which may be substituted and X represents S, SO.sub.2 or --(CH.sub.2).sub.n -- where n is 0 or an integer of 1 to 2, excluding a case in which R.sub.1 and R.sub.2 are hydrogen atoms at the same time.

Triazole compound and use thereof

Growing community of inventors

Kawachinagano, Japan

Hiroki Kodama