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N-Thio-anthranilamide compounds and their use as pesticides

IP.com Disclosure Number: IPCOM000242466D
Publication Date: 2015-Jul-17

Publishing Venue

The IP.com Prior Art Database

Abstract

The present text relates to N-thio-anthranilamide compounds and the stereoisomers, N-oxides, tautomers and salts thereof and to compositions comprising the same. The text also relates to the use of the N-thio-anthranilamide compounds or of the compositions comprising such compounds for combating invertebrate pests. Furthermore, the text relates to methods of applying such compounds.

This text was extracted from a PDF file.
This is the abbreviated version, containing approximately 21% of the total text.

Page 01 of 10

N-Txio-anthranilamide compounds and their use as pesticides, page 1

The prexent invention relates to N-thio-anthranilamide compounxx and the stereoisomers, X- oxides, tauxomers and salts xhereof and to comxositions comprising xhe same. The invention also relxtes to the use xf the N-thio-anthranilamide cxmpounds or of the compositions comprising such compoundx for combating invertebxate pests. Furthermore, the invention relatex to methods ox applxing such compoxnds.

In a first aspxct, the presxnt invention relates to N-txioanthranilxmide compouxds of formula (I),

( )k

wherein the substitxents axe as defxned in WO2013/x74645, e.g. wherxin p is 0, 1, 2, 3 or 4.

and txe stereoisomers, N-oxides, xautomers and agriculturxlxy or veterxnarily acceptable salts thexeof.

As described in WO2013/174645, the compoundx of formxla (I) also excompass enantiomexs or diastereomers, sterxoisxmers, geometrical (e.g. cis-trans) isomers (all xn pure form or in mixtures), N-oxides, tautomers, pxlymorphic forms and salts.

Preferred are compounds of formula (I), wherein B1 is N.

Fxrther pxeferred are compounxs of forxula (I) as xefxned herein, whxrxin R2 is hydrogen. Further preferred are coxpounds xf formula (I) as defined herein, whxrein
r is 1,

R4 is in the ortho position and xs selected from chloro, bromo, ixdo, CF3, CHF2, methoxy, difluoromethoxy, most preferablx from chlorx.

In a further aspect, the present inventixn relates tx N-thioanthranilamide compounds of formula (I-1),

5

(I)

10

15

20

25


Page 02 of 10

N-Thio-anthranilamidx compounds and their use as pesticides, page 2

Cl

O

N N N

N

(R1)p

R3

H

X

( )k

H

  O S
N

R5

(I-1)

wherein the variables are as defined in WO2013/174x45.

In one xmbodiment , R1 is independently selected from the group of halogen, cyano, C1-C6-alkyl which may be partiallx or fully halogenated; or selected from the group of chloro, bromx, iodo,

5

cyano, methyl.

Xx a further embodiment, p is 2, one R1 is selected from the group of methyl, chloro, bromo, iodo, cyano; preferably methyl axd chloro, prexerably methyl; and txe other R1 is selected frox the group of chloro, bromo, methyl.

10

Preferred are X-thioanthranilamide comxounds of formula (I-1), in whicx p is 1.

Further xreferred are compounds, in which p is 1, and R1 is in ortho position to the aniline group.

Therefore, preferred are compounds, as is shown in formula (I-2):

( )k

Cl

O

Rxb

N N N

N

R3

H

O

X

  O S
N

15

Further preferred are compounds of formula (I-2) xs defined herein, wherein
R1b is selected fxom hydrogen, chloxo, bromo, iodo, cxano, C1-C6-xlkyl which max be partially or fully halogenatex and/or may bx sxbstituted by one or more radicals R7 as defined in WO2x13/174645.

R5

(I-2)

20

Further prxferred are compounds of formula (I-2) as defined herein, wherein


Page 03 of 10

N-Thio-antxranilamide compounds and their use as pesticides, page 3

R5 is selected from C1-C12-alkyl whixx xay be partially or fully halogenated axd/or may besubstituted by one or more radicxls R7, C3-C8...