US 2007/0185142 A1Published application

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

AssigneeNihon Nohyaku Co., Ltd.

InventorsOsamu Sanpei, Masahiro Uehara, Nobuyuki Niino, Hiroki Kodama, Kazuyuki Sakata

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Abstract

A process for producing a substituted aminoquinazolinone derivative represented by the formula (I), characterized by reducing a substituted iminoquinazolinone derivative represented by the formula (II) with hydrogen in the presence of a catalyst and either of a halogen compound and a sulfur compound; a substituted iminoquinazolinone derivative represented by the formula (II′), which is an intermediate in the production process; and a pest control agent containing the derivative of the formula (II′) or a salt thereof as an active ingredient and a method of using the same (in the formulae, R represents hydrogen, formyl, (C1-C6) alkyl, (C1-C6)alkoxy(C1-C3)alkyl, (C1-C6) alkylsulfonyl, optionally substituted phenylcarbonyl, etc.; R1 represents an optionally substituted, 5- or 6-membered heterocycle having one to three heteroatoms selected among oxygen, sulfur, and nitrogen; R2 represents hydrogen or (C1-C3) alkyl; X and X′ may be the same or different and each represents (C1-C6) haloalkyl, (C1-C6) haloalkoxy, etc.; n is an integer of 0 to 4; and n′ is an integer of 1 to 4).

Claims11

Dependent claims

A process for producing a substituted aminoquinazolinone derivative represented by general formula (I):

(wherein R, R1, R2, X and n are as defined below), which comprises reducing a substituted iminoquinazolinone derivative represented by general formula (II):
(wherein R is a hydrogen atom;
a formyl group;
a (C1-C6)alkyl group;
a (C1-C6)alkoxy(C1-C3)alkyl group;
a (C1-C6)alkylsulfonyl group;
a cyano(C1-C3)alkyl group;
a (C1-C6)alkylcarbonyl group;
a (C1-C6)alkoxycarbonyl group;
a (C1-C3)alkoxy(C1-C6)alkylcarbonyl group;
a (C3-C6)cycloalkylcarbonyl group;
a phenylcarbonyl group;
a substituted phenylcarbonyl group having 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a nitro group, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group and a phenyl group;
a phenylsulfonyl group;
a substituted phenylsulfonyl group having 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a nitro group, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group and a halo(C1-C6)alkylthio group;
or a naphthylcarbonyl group,
R1 is a 5- or 6-membered heterocyclic group having 1 to 3 heteroatoms which may be the same or different and are selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, said heterocyclic group being able to have 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group and a (C1-C6)alkoxy groups, and a nitrogen atom in the heterocyclic group being able to represent an N-oxide group,
R2 is a hydrogen atom or a (C1-C3)alkyl group,
each of Xs, which may be the same or different, is a halogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group or a pentafluorosulfanyl group, and n is an integer of 0 to 4) with hydrogen in the presence of a catalyst and a halogen-containing compound or a sulfur-containing compound.

16 more elements

A substituted iminoquinazolinone derivative represented by general formula (II′), or a salt thereof:

wherein R′ is a formyl group;
a (C1-C6)alkyl group;
a (C1-C6)alkoxy(C1-C3)alkyl group;
a (C1-C6)alkylsulfonyl group;
a cyano(C1-C3)alkyl group;
a (C1-C6)alkylcarbonyl group;
a (C2-C6)alkoxycarbonyl group;
a (C1-C3)alkoxy(C1-C6)alkylcarbonyl group;
a (C3-C6)cycloalkylcarbonyl group;
a phenylcarbonyl group;
a substituted phenylcarbonyl group having 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a nitro group, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group, a halo(C1-C6)alkylthio group and a phenyl group;
a phenylsulfonyl group;
a substituted phenylsulfonyl group having 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a nitro group, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group, a (C1-C6)alkoxy group, a halo(C1-C6)alkoxy group, a (C1-C6)alkylthio group and a halo(C1-C6)alkylthio group;
or a naphthylcarbonyl group,
R1 is a 5- or 6-membered heterocyclic group having 1 to 3 heteroatoms which may be the same or different and are selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom, said heterocyclic group being able to have 1 to 5 substituents which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group and a (C1-C6)alkoxy group, and a nitrogen atom in the heterocyclic group being able to represent an N-oxide group,
R2 is a hydrogen atom or a (C1-C3)alkyl group,
each of X's, which may be the same or different, is a halo(C1-C6)alkyl group, a halo(C1-C6)alkoxy group or a pentafluorosulfanyl group, and n′ is an integer of 1 to 4.

14 more elements

Dependencies are inferred from the claim text.

Facts

Application: 10/556,218Filed 11 May 2004
Priority: JP 2003-13333212 May 2003
Published: 9 Aug 2007
Term ends: Not estimatedThe source records don’t support an estimate.

Classification5 codes

A01N 43/54
Having rings with two nitrogen atoms as the only ring hetero atoms: 1,3-Diazines; Hydrogenated 1,3-diazines
A01N 47/16
Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof: the nitrogen atom being part of a heterocyclic ring
C07D 401/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links
A01N
Preservation of bodies of humans or animals or plants or parts thereof