Aminoacetonitrile derivative agricultural and horticultural...

Details Aminoacetonitrile derivative agricultural and horticultural... Aminoacetonitrile derivative agricultural and horticultural...

1999-04-21

2001-05-29

Aulakh, Charanjit S. (Department: 1612)

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

C558S392000, C558S389000

Reexamination Certificate

active

06239077

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to an aminoacetonitrile derivative of the formula (I) and to an agricultural and horticultural insecticide containing the said derivative as an active ingredient. The present invention also relates to a method for using the insecticide.
2. Description of the Related Art
Japanese Patent Application Laid-open No. Hei 9-48750 (1997) discloses a phenylalkanoic acid amide derivative as an agricultural and horticultural fungicide, Japanese Patent Application Laid-open No. Hei 6-220004 (1994) discloses N-phenylacetaminonitriles as intermediates in production, and Japanese Patent Applications Laid-opens No. Hei 6-263731 (1994), No. Hei 6-271537 (1994) and No. Hei 7-252222 (1995) disclose compounds similar to the aminoacetonitrile derivative of the formula (I) of the present invention.
SUMMARY OF THE INVENTION
With view to developing novel agricultural and horticultural insecticide, the present inventors have made intensive research and as a result, they have now found that an aminoacetonitrile derivative of the formula (I) is a novel compound and has a remarkable insecticidal effect, thus completing the present invention.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to an aminoacetonitrile derivative of the formula (I) and to an agricultural and horticultural insecticide containing said derivative as an active ingredient:
(wherein Ar
1
and Ar
2
may be the same or different and each represents a phenyl group;
a substituted phenyl group having at least one substituent which may be the same or different and selected from the group of
a halogen atom, a nitro group, a cyano group,
a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group,
a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group,
a C
2
-C
6
alkenyl group, a halo C
2
-C
6
alkenyl group,
a C
2
-C
6
alkynyl group, a C
3
-C
6
cycloalkyl group,
a C
2
-C
6
alkenyloxy group, a halo C
2
-C
6
alkenyloxy group,
a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group,
a C
1
-C
6
alkylsulfonyloxy group,
a halo C
1
-C
6
alkylsulfonyloxy group,
a C
1
-C
6
alkylsulfinyl group,
a halo C
1
-C
6
alkylsulfinyl group,
a C
1
-C
6
alkylsulfonyl group,
a halo C
1
-C
6
alkylsulfonyl group,
a C
2
-C
6
alkenylthio group,
a halo C
2
-C
6
alkenylthio group,
a C
2
-C
6
alkenylsulfinyl group,
a halo C
2
-C
6
alkenylsulfinyl group,
a C
2
-C
6
alkenylsulfonyl group,
a halo C
2
-C
6
alkenylsulfonyl group,
a C
1
-C
6
alkylamino group, a di-C
1
-C
6
alkylamino group,
a C
1
-C
6
alkylsulfonylamino group,
a halo C
1
-C
6
alkylsulfonylamino group,
a C
1
-C
6
alkylcarbonyl group,
a halo C
1
-C
6
alkylcarbonyl group,
a C
1
-C
6
alkyloxycarbonyl group,
a phenyl group,
a substituted phenyl group having at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
1
-C
6
alkylsulfonyl group and halo C
1
-C
6
alkylsulfonyl group,
a phenyloxy group,
a substituted phenyloxy group having on the ring thereof at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
1
-C
6
alkylsulfonyl group and a halo C
1
-C
6
alkylsulfonyl group,
a phenylacetylene group,
a substituted phenylacetylene group having on the ring thereof at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
1
-C
6
alkylsulfonyl group and a halo C
1
-C
6
alkylsulfonyl group,
a pyridyloxy group and
a substituted pyridyloxy group having on the ring thereof at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
1
-C
6
alkylsulfonyl group and a halo C
1
-C
6
alkylsulfonyl group;
a pyridyl group;
a substituted pyridyl group having on the ring thereof at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
2
-C
6
alkenyloxy group, a halo C
2
-C
6
alkenyloxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
2
-C
6
alkenylthio group, a halo C
2
-C
6
alkenylthio group, a C
2
-C
6
alkenylsulfinyl group, a halo C
2
-C
6
alkenylsulfinyl group, a C
1
-C
6
alkylsulfonyl group, a halo C
1
-C
6
alkylsulfonyl group, a C
2
-C
6
alkenylsulfonyl group, a halo C
2
-C
6
alkenylsulfonyl group, a C
1
-C
6
alkylamino group and a di-C
1
-C
6
alkylamino group;
a naphthyl group; or
a substituted naphthyl group having on the ring at least one substituent which may be the same or different and selected from the group consisting of a halogen atom, a cyano group, a nitro group, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
2
-C
6
alkenyloxy group, a halo C
2
-C
6
alkenyloxy group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
1
-C
6
alkylsulfinyl group, a halo C
1
-C
6
alkylsulfinyl group, a C
1
-C
6
alkylsulfonyl group, a halo C
1
-C
6
alkylsulfonyl group, a C
2
-C
6
alkenylthio group, a halo C
2
-C
6
alkenylthio group, a C
2
-C
6
alkenylsulfinyl group, a halo C
2
-C
6
alkenylsulfinyl group, a C
2
-C
6
alkenylsulfonyl group, a halo C
2
-C
6
alkenylsulfonyl group, a C
1
-C
6
alkylamino group and a di-C
1
-C
6
alkylamino group;
Q represents a group of
(wherein R
1
and R
2
may be the same or different and each represent a hydrogen atom, a halogen atom, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
1
-C
6
alkoxy group, a halo C
1
-C
6
alkoxy group, a C
3
-C
6
cycloalkyl group or a substituted C
3
-C
6
cycloalkyl group having at least one substituent which may be the same or different and selected from the group consisting of a halogen atom and a C
1
-C
6
alkyl group, and R
1
and R
2
may be bound to represent a C
2
-C
6
alkylene group which may have on its chain at least one substituent selected from the group consisting of a halogen atom, a C
1
-C
6
alkyl group and a C
1
-C
6
alkoxy group), —CH═CH— or —C≡C—; d is 0 or an integer of 1;
R
3
represents a hydrogen atom, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a cyano C
1
-C
6
alkyl group, a C
1
-C
6
alkylthio group, a halo C
1
-C
6
alkylthio group, a C
2
-C
6
alkenyl group or a C
2
-C
6
alkynyl group;
R
4
, R
5
, R
6
, R
7
and R
8
which may be the same or different and each represents a hydrogen atom, a halogen atom, a C
1
-C
6
alkyl group, a halo C
1
-C
6
alkyl group, a C
3
-C
6
cycloalkyl group or a substituted C
3
-C
6
cycloalkyl group having at least one substituent which may be the same or different and selected from the group consisting of a halogen atom and a C
1
-C
6
alkyl group, a phenyl group or a substituted phenyl group having at

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