Insecticidally active nitro guanidine compounds
Insecticidal novel nitro compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are hydrogen or C.sub.1-4 alkyl, R.sup.3 is --S--R.sup.4 or ##STR2## in which R.sup.4 is C.sub.1-4 alkyl, R.sup.5 and R.sup.6 are hydrogen or C.sub.1-4 alkyl,Y is CH or N, andZ is a five- or six-membered heterocyclic group having at least one nitrogen atom which may be substituted by halogen or C.sub.1-4 alkyl, provided that where Y is CH,then R.sup.1 is C.sub.1-4 alkyl.
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Claims
11. A compound according to claim 1, wherein such compound is 3-(2-chloro-5-thiazolylmethyl)-1-methyl-2-nitroguanidine of the formula ##STR49##
12. An insecticidal composition comprising an insecticidally effective amount of a compound according to claim 1 and a diluent.
13. A method of combating insects which comprises applying to such insects or to a locus from which it is desired to exclude such insects an insecticidally effective amount of a compound according to claim 1 and a diluent.
15. A nitro compound of the formula ##STR50##.Iaddend.wherein
- R.sup.1 and R.sup.2 are hydrogen or C.sub.1-4 -alkyl,
- R.sup.3 is --S--R.sup.4 or ##STR51## R.sup.4 represents C.sub.1-4 -alkyl,
- R.sup.5 and R.sup.6 represent hydrogen or C.sub.1-4 -alkyl, and
- Z is pyridyl substituted by chlorine or methyl..Iadd.
16. A compound according to claim 15, wherein
- R.sup.1 and R.sup.2 are hydrogen or methyl,
- R.sup.3 is ##STR52##.Iaddend.R.sup.4 is methyl,
- R.sup.5 and R.sup.6 are hydrogen or methyl, and
- Z is pyridyl substituted by chlorine or methyl..Iadd.
17. A compound according to claim 15, wherein
- R.sup.1 and R.sup.2 are hydrogen or methyl,
- R.sup.3 is ##STR53##.Iaddend. in which R.sup.5 and R.sup.6 are hydrogen or methyl, and
- Z is 2-chloro-5-pyridyl..Iadd.
18. An insecticidal composition comprising an insecticidally effective amount of a compound according to claim 15 and a diluent..Iaddend..Iadd.19. A method of combating insects which comprises applying to such insects or to a locus from which it is desired to exclude such insects an insecticidally effective amount of a compound of the formula ##STR54##.Iaddend.wherein
- R.sup.1 and R.sup.2 are hydrogen or C.sub.1-4 -alkyl,
- R.sup.3 is --S--R.sup.4 or ##STR55## R.sup.4 represents C.sub.1-4 -alkyl,
- R.sup.5 and R.sup.6 represent hydrogen or C.sub.1-4 -alkyl, and
- Z is pyridyl substituted by chlorine or methyl,
in admixture with a diluent..Iadd.20. The method according to claim 19, wherein such compound is
- 3-(2-chloro-5-pyridylmethyl)-1-methyl-2-nitroguanidine;
- 3-(2-chloro-5-pyridylmethyl)-1,1-dimethyl-2-nitroguanidine;
- 3-(2-chloro-5-pyridylmethyl)-1,3-dimethyl-2-nitroguanidine;
- 3-(2-chloro-5-pyridylmethyl)-1,1,3-trimethyl-2-nitroguanidine; or
- 3-(2-chloro-5-pyridylmethyl)-3-methyl-2-nitroguanidine..Iaddend.
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Type: Grant
Filed: Oct 3, 1995
Date of Patent: May 26, 1998
Assignee: Nihon Bayer Agrochem K.K. (Tokyo)
Inventors: Kozo Shiokawa (Kanagawa-ken), Shinichi Tsuboi (Tokyo), Koichi Moriya (Tochigi), Yumi Hattori (Ibaraki), Ikuro Honda (Tokyo), Katsuhiko Shibuya (Tochigi)
Primary Examiner: Zinna Northington Davis
Law Firm: Sprung Kramer Schaefer & Briscoe
Application Number: 8/538,756
International Classification: C07D21338; A01N 4340;