US 4,880,933 AGranted

Nitro- or cyano-derivatives of 2-imino-imidazolines and 2-imino-tetrahydropyrimidines

AssigneeNihon Tokushu Noyaku Seizo K.K.

InventorsKozo Shiokawa, Shinichi Tsuboi, Koichi Moriya, Katsuhiko Shibuya

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Abstract

Novel intermediates for insecticides of the formula (I) ##STR1## wherein Y represents nitro or cyano; A represents an ethylene or trimethylene radical, which is optionally substituted; and Z can have many possible meanings.

Claims2

Dependent claims

A compound selected from the group consisting of

1-cyclopropyl-2-nitroiminoimidazolidine of the formula:
##STR63## 1-(2-chloroethyl)-2-nitroiminoimidazolidine of the formula:
##STR64## 1-[2-(4-chlorophenoxy)ethyl]-2-nitroiminoimidazolidine of the formula:
##STR65## 1-(3-methylthiopropyl)-2-nitroiminoimidazolidine of the formula:
##STR66## 1-(2-cyanoethyl)-2-nitroiminoimidazolidine of the formula:
##STR67## 1-(3-cyanopropyl)-2-cyanoiminoimidazolidine of the formula:
##STR68## 1-(3,3-dimethyl-2-butanon-1-yl)-2-cyanoiminoimidazolidine of the formula:
##STR69## 1-(3,3-dimethyl-2-butanon-1-yl)-2-nitroiminoimidazolidine of the formula:
##STR70## 2-nitroimino-1-(3-pyridylcarbonylmethyl)imidazolidine of the formula:
##STR71## 2-cyanoimino-1-ethoxycarbonylmethyltetrahydropyrimidine of the formula:
##STR72## 1-[2-(O-ethyl-S-propylthiophosphonoxy)ethyl]-2-nitroiminoimidazolidine of the formula:
##STR73## 2-nitroimino-1-trimethylsilylmethylimidazolidine of the formula:
##STR74## 2-nitroimino-1-(2-thiazolyl)imidazolidine of the formula:
##STR75## 2-nitroimino-1-propylcarbonylimidazolidine of the formula:
##STR76## 2-cyanoimino-1-cyclopropylcarbonyltetrahydropyrimidine of the formula:
##STR77## 1-bromoacetyl-2-nitroiminoimidazolidine of the formula:
##STR78## 2-cyanoimino-1-trichloroacryloylimidazolidine of the formula:
##STR79## 1-(2-methoxyethoxycarbonyl)-2-nitroiminoimidazolidine of the formula:
##STR80## 1-benzyloxycarbonyl-2-nitroiminoimidazolidine of the formula:
##STR81## 1-ethylaminocarbonyl-2-nitroiminoimidazolidine of the formula:
##STR82## 1-dimethylaminocarbonyl-2-nitroiminoimidazolidine of the formula:
##STR83## 1-methylsulfonyl-2-nitroiminoimidazolidine of the formula:
##STR84## 2-nitroimino-1-phenylsulfonyltetrahydropyrimidine of the formula:
##STR85## 1-(O,O-dimethylphosphono)-2-nitroiminoimidazolidine of the formula:
##STR86## 1-(O-ethyl-S-propylthiophosphono)-2-nitroiminoimidazolidine of the formula:
##STR87## 1-(2,4-dichlorobenzoyl)-2-nitroiminoimidazolidine of the formula:
##STR88## 1-(3,5-dichlorobenzoyl)-2-cyanoiminoimidazolidine of the formula:
##STR89## 1-(2-furoyl)-2-nitroiminoimidazolidine of the formula:
##STR90##

26 more elements

Dependencies are inferred from the claim text.

Facts

Application: 07/130,376Filed 8 Dec 1987
Priority: JP 61-30133319 Dec 1986
Granted: 14 Nov 1989
Term ends: Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07D 401/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
C07D 233/48
Nitrogen atoms not forming part of a nitro radical: with acyclic hydrocarbon or substituted acyclic hydrocarbon radicals, attached to said…
C07D 233/52
Nitrogen atoms not forming part of a nitro radical: with hetero atoms directly attached to said nitrogen atoms
C07D 239/16
Nitrogen atoms not forming part of a nitro radical: acylated on said nitrogen atoms

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Abstract

A compound selected from the group consisting of

1-cyclopropyl-2-nitroiminoimidazolidine of the formula:
##STR63## 1-(2-chloroethyl)-2-nitroiminoimidazolidine of the formula:
##STR64## 1-[2-(4-chlorophenoxy)ethyl]-2-nitroiminoimidazolidine of the formula:
##STR65## 1-(3-methylthiopropyl)-2-nitroiminoimidazolidine of the formula:
##STR66## 1-(2-cyanoethyl)-2-nitroiminoimidazolidine of the formula:
##STR67## 1-(3-cyanopropyl)-2-cyanoiminoimidazolidine of the formula:
##STR68## 1-(3,3-dimethyl-2-butanon-1-yl)-2-cyanoiminoimidazolidine of the formula:
##STR69## 1-(3,3-dimethyl-2-butanon-1-yl)-2-nitroiminoimidazolidine of the formula:
##STR70## 2-nitroimino-1-(3-pyridylcarbonylmethyl)imidazolidine of the formula:
##STR71## 2-cyanoimino-1-ethoxycarbonylmethyltetrahydropyrimidine of the formula:
##STR72## 1-[2-(O-ethyl-S-propylthiophosphonoxy)ethyl]-2-nitroiminoimidazolidine of the formula:
##STR73## 2-nitroimino-1-trimethylsilylmethylimidazolidine of the formula:
##STR74## 2-nitroimino-1-(2-thiazolyl)imidazolidine of the formula:
##STR75## 2-nitroimino-1-propylcarbonylimidazolidine of the formula:
##STR76## 2-cyanoimino-1-cyclopropylcarbonyltetrahydropyrimidine of the formula:
##STR77## 1-bromoacetyl-2-nitroiminoimidazolidine of the formula:
##STR78## 2-cyanoimino-1-trichloroacryloylimidazolidine of the formula:
##STR79## 1-(2-methoxyethoxycarbonyl)-2-nitroiminoimidazolidine of the formula:
##STR80## 1-benzyloxycarbonyl-2-nitroiminoimidazolidine of the formula:
##STR81## 1-ethylaminocarbonyl-2-nitroiminoimidazolidine of the formula:
##STR82## 1-dimethylaminocarbonyl-2-nitroiminoimidazolidine of the formula:
##STR83## 1-methylsulfonyl-2-nitroiminoimidazolidine of the formula:
##STR84## 2-nitroimino-1-phenylsulfonyltetrahydropyrimidine of the formula:
##STR85## 1-(O,O-dimethylphosphono)-2-nitroiminoimidazolidine of the formula:
##STR86## 1-(O-ethyl-S-propylthiophosphono)-2-nitroiminoimidazolidine of the formula:
##STR87## 1-(2,4-dichlorobenzoyl)-2-nitroiminoimidazolidine of the formula:
##STR88## 1-(3,5-dichlorobenzoyl)-2-cyanoiminoimidazolidine of the formula:
##STR89## 1-(2-furoyl)-2-nitroiminoimidazolidine of the formula:
##STR90##

26 more elements

Facts

Application

07/130,376Filed 8 Dec 1987

Priority

JP 61-30133319 Dec 1986

Granted

14 Nov 1989

Term ends

Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07D 401/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
C07D 233/48
Nitrogen atoms not forming part of a nitro radical: with acyclic hydrocarbon or substituted acyclic hydrocarbon radicals, attached to said…
C07D 233/52
Nitrogen atoms not forming part of a nitro radical: with hetero atoms directly attached to said nitrogen atoms
C07D 239/16
Nitrogen atoms not forming part of a nitro radical: acylated on said nitrogen atoms