SK95594A3 - Azoxycyanobenzene derivatives - Google Patents

Azoxycyanobenzene derivatives Download PDF

Info

Publication number: SK95594A3
Authority: SK; Slovakia
Prior art keywords: azoxycyanobenzene; group; alkyl; optionally substituted; cyano
Prior art date: 1993-08-18

Application number

SK955-94A

Other languages

English (en)

Slovak (sk)

Inventor

Emil J S Werner

Original Assignee

Shell Int Research

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1993-08-18

Filing date

1994-08-09

Publication date

1995-04-12

1994-08-09 Application filed by Shell Int Research filed Critical Shell Int Research

1995-04-12 Publication of SK95594A3 publication Critical patent/SK95594A3/sk

Links

150000001875 compounds Chemical class 0.000 claims abstract description 65
239000000203 mixture Substances 0.000 claims abstract description 43
238000000034 method Methods 0.000 claims abstract description 20
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 13
125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 12
239000001257 hydrogen Substances 0.000 claims abstract description 11
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
238000002360 preparation method Methods 0.000 claims abstract description 11
125000003545 alkoxy group Chemical group 0.000 claims abstract description 10
125000005843 halogen group Chemical group 0.000 claims abstract description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 9
125000003118 aryl group Chemical group 0.000 claims abstract description 8
125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 6
125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 5
239000000417 fungicide Substances 0.000 claims abstract description 4
125000000304 alkynyl group Chemical group 0.000 claims abstract description 3
125000004104 aryloxy group Chemical group 0.000 claims abstract description 3
-1 cyano, hydroxy Chemical group 0.000 claims description 32
230000000855 fungicidal effect Effects 0.000 claims description 19
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 14
239000004480 active ingredient Substances 0.000 claims description 12
125000001424 substituent group Chemical group 0.000 claims description 12
239000004094 surface-active agent Substances 0.000 claims description 12
125000000217 alkyl group Chemical group 0.000 claims description 11
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 10
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 10
239000000969 carrier Substances 0.000 claims description 8
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical class 0.000 claims description 8
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical class NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims description 7
241000233866 Fungi Species 0.000 claims description 7
239000000460 chlorine Substances 0.000 claims description 6
229910052801 chlorine Inorganic materials 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 5
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
235000019253 formic acid Nutrition 0.000 claims description 5
229910052751 metal Chemical class 0.000 claims description 5
239000002184 metal Chemical class 0.000 claims description 5
150000003839 salts Chemical class 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
239000007800 oxidant agent Substances 0.000 claims description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
125000002541 furyl group Chemical group 0.000 claims description 3
125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 3
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125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 2
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125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 2
125000005998 bromoethyl group Chemical group 0.000 claims description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 claims description 2
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 2
PEYVWSJAZONVQK-UHFFFAOYSA-N hydroperoxy(oxo)borane Chemical compound OOB=O PEYVWSJAZONVQK-UHFFFAOYSA-N 0.000 claims 1
125000000547 substituted alkyl group Chemical group 0.000 abstract 3
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ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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ZBIKORITPGTTGI-UHFFFAOYSA-N [acetyloxy(phenyl)-$l^{3}-iodanyl] acetate Chemical compound CC(=O)OI(OC(C)=O)C1=CC=CC=C1 ZBIKORITPGTTGI-UHFFFAOYSA-N 0.000 description 3
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125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
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239000010426 asphalt Substances 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
235000013871 bee wax Nutrition 0.000 description 1
239000012166 beeswax Substances 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
239000004305 biphenyl Chemical group 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
125000006267 biphenyl group Chemical group 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
159000000007 calcium salts Chemical class 0.000 description 1
YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
125000001589 carboacyl group Chemical group 0.000 description 1
CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000001734 carboxylic acid salts Chemical group 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
229960001701 chloroform Drugs 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
150000001912 cyanamides Chemical class 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000001514 detection method Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
125000004663 dialkyl amino group Chemical group 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
238000007865 diluting Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000003113 dilution method Methods 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000003480 eluent Substances 0.000 description 1
150000002148 esters Chemical group 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
230000009969 flowable effect Effects 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
125000004438 haloalkoxy group Chemical group 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000002443 hydroxylamines Chemical class 0.000 description 1
238000005286 illumination Methods 0.000 description 1
150000003949 imides Chemical class 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
229910052622 kaolinite Inorganic materials 0.000 description 1
CYPPCCJJKNISFK-UHFFFAOYSA-J kaolinite Chemical compound [OH-].[OH-].[OH-].[OH-].[Al+3].[Al+3].[O-][Si](=O)O[Si]([O-])=O CYPPCCJJKNISFK-UHFFFAOYSA-J 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
239000000391 magnesium silicate Substances 0.000 description 1
235000012243 magnesium silicates Nutrition 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
239000008268 mayonnaise Substances 0.000 description 1
235000010746 mayonnaise Nutrition 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
239000012184 mineral wax Substances 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003607 modifier Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
125000002757 morpholinyl group Chemical group 0.000 description 1
VIADYJCEFAGKCG-UHFFFAOYSA-N n-(5-amino-2-methoxyphenyl)propanamide Chemical compound CCC(=O)NC1=CC(N)=CC=C1OC VIADYJCEFAGKCG-UHFFFAOYSA-N 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
239000000025 natural resin Substances 0.000 description 1
208000013435 necrotic lesion Diseases 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
230000002688 persistence Effects 0.000 description 1
230000000361 pesticidal effect Effects 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
239000000047 product Substances 0.000 description 1
125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
230000005855 radiation Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
229910052814 silicon oxide Inorganic materials 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
MBEGFNBBAVRKLK-UHFFFAOYSA-N sodium;iminomethylideneazanide Chemical compound [Na+].[NH-]C#N MBEGFNBBAVRKLK-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000001119 stannous chloride Substances 0.000 description 1
235000011150 stannous chloride Nutrition 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000002426 superphosphate Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
229950011008 tetrachloroethylene Drugs 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
238000012546 transfer Methods 0.000 description 1
125000001680 trimethoxyphenyl group Chemical group 0.000 description 1
239000010455 vermiculite Substances 0.000 description 1
229910052902 vermiculite Inorganic materials 0.000 description 1
235000019354 vermiculite Nutrition 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
- C07C291/08—Azoxy compounds
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Furan Compounds (AREA)

SK955-94A 1993-08-18 1994-08-09 Azoxycyanobenzene derivatives SK95594A3 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP93113190		1993-08-18

Publications (1)

Publication Number	Publication Date
SK95594A3 true SK95594A3 (en)	1995-04-12

Family

ID=8213186

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK955-94A SK95594A3 (en)	1993-08-18	1994-08-09	Azoxycyanobenzene derivatives

Country Status (15)

Country	Link
US (1)	US5439897A (de)
JP (1)	JPH07149707A (de)
KR (1)	KR950005805A (de)
CN (1)	CN1110274A (de)
AT (1)	ATE159934T1 (de)
AU (1)	AU671760B2 (de)
BR (1)	BR9403269A (de)
CA (1)	CA2117502A1 (de)
CZ (1)	CZ189194A3 (de)
DE (1)	DE69406620T2 (de)
HU (1)	HUT68474A (de)
IL (1)	IL110644A0 (de)
RU (1)	RU94029675A (de)
SK (1)	SK95594A3 (de)
ZA (1)	ZA946221B (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5627175A (en) *	1992-12-02	1997-05-06	Shellinternationale Research Maatschappij B.V.	Azoxycyanobenzene compounds
US5795878A (en) *	1996-06-17	1998-08-18	American Cyanamid Company	Biocidal compounds their preparation and use
DE102004017174A1 (de) *	2004-04-02	2005-10-20	Biofrontera Discovery Gmbh	Arzneimittel enthaltend Calvatsäurederivate
CN108689890B (zh) *	2018-04-19	2020-11-17	温州大学	一种非对称氧化偶氮苯化合物的合成方法

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US1909851A (en) *		1933-05-16		Diazo-stjlphonates
USRE24960E (en) *	1954-09-24	1961-04-04		Co-nhxnh-
US3819609A (en) *	1970-07-10	1974-06-25	Chinoin Gyogyszer Es Vegyeszet	Fungicidal-2-alkoxy-5-halogeno-benzene diazonium cyanides
JPS5271444A (en) *	1975-12-11	1977-06-14	Takara Shuzo Co Ltd	Synthesis of phenyl-onn-azoxycyanides
US4550121A (en) *	1984-08-22	1985-10-29	Shell Oil Company	(2-Substituted-2,3-dihydrobenzo-furan-7-yl)diazenecarboxylic acid esters and miticidal method
US4558040A (en) *	1984-12-03	1985-12-10	Shell Oil Company	Miticidal (2-alkyl-3,4-dihydro-2H-1-benzopyran-8-yl)-diazenecarboxylic acid esters
GB8611618D0 (en) *	1986-05-13	1986-06-18	Shell Int Research	Fungicides
US4883137A (en) *	1986-08-27	1989-11-28	Deere & Company	System and method for controlling the ground speed and enhancing the maneuverability of an off-road vehicle
GB8917852D0 (en) *	1989-08-04	1989-09-20	Shell Int Research	Biocidal compounds
GB8917853D0 (en) *	1989-08-04	1989-09-20	Shell Int Research	Biocidal compounds
GB8917848D0 (en) *	1989-08-04	1989-09-20	Shell Int Research	Biocidal compounds
GB9112696D0 (en) *	1991-06-13	1991-07-31	Shell Int Research	Process for the preparation of biocidal compounds
US5627175A (en) *	1992-12-02	1997-05-06	Shellinternationale Research Maatschappij B.V.	Azoxycyanobenzene compounds

1994
- 1994-08-01 AT AT94112185T patent/ATE159934T1/de not_active IP Right Cessation
- 1994-08-01 DE DE69406620T patent/DE69406620T2/de not_active Expired - Fee Related
- 1994-08-04 CZ CZ941891A patent/CZ189194A3/cs unknown
- 1994-08-09 SK SK955-94A patent/SK95594A3/sk unknown
- 1994-08-12 IL IL11064494A patent/IL110644A0/xx unknown
- 1994-08-16 US US08/291,270 patent/US5439897A/en not_active Expired - Fee Related
- 1994-08-16 CA CA002117502A patent/CA2117502A1/en not_active Abandoned
- 1994-08-17 HU HU9402378A patent/HUT68474A/hu unknown
- 1994-08-17 RU RU94029675/04A patent/RU94029675A/ru unknown
- 1994-08-17 JP JP6214301A patent/JPH07149707A/ja active Pending
- 1994-08-17 AU AU70325/94A patent/AU671760B2/en not_active Ceased
- 1994-08-17 ZA ZA946221A patent/ZA946221B/xx unknown
- 1994-08-17 KR KR1019940020283A patent/KR950005805A/ko not_active Withdrawn
- 1994-08-18 CN CN94109116A patent/CN1110274A/zh active Pending
- 1994-08-18 BR BR9403269A patent/BR9403269A/pt not_active Application Discontinuation

Also Published As

Publication number	Publication date
IL110644A0 (en)	1994-11-11
HUT68474A (en)	1995-06-28
DE69406620T2 (de)	1998-03-05
RU94029675A (ru)	1997-03-10
BR9403269A (pt)	1995-10-17
AU7032594A (en)	1995-04-06
AU671760B2 (en)	1996-09-05
CZ189194A3 (en)	1995-09-13
KR950005805A (ko)	1995-03-20
ZA946221B (en)	1995-03-31
DE69406620D1 (de)	1997-12-11
CN1110274A (zh)	1995-10-18
US5439897A (en)	1995-08-08
JPH07149707A (ja)	1995-06-13
ATE159934T1 (de)	1997-11-15
HU9402378D0 (en)	1994-11-28
CA2117502A1 (en)	1995-02-19

Publication	Publication Date	Title
JP3449569B2 (ja)	2003-09-22	トリアゾロピリミジン誘導体
EP0672033B1 (de)	1998-03-11	Azoxycyanbenzol-Derivate
JPH04234370A (ja)	1992-08-24	テトラヒドロピリミジン誘導体
KR940011460B1 (ko)	1994-12-15	벤조티아지논 화합물의 제조방법
SK95594A3 (en)	1995-04-12	Azoxycyanobenzene derivatives
JPH0386857A (ja)	1991-04-11	殺生物組成物
KR940011459B1 (ko)	1994-12-15	티아지논 유도체의 제조 방법
HU207037B (en)	1993-03-01	Fungicidal compositions and process for their application, as well as for producing the azophenyl derivatives used as active ingredient
JPS6365069B2 (de)	1988-12-14
JPH05208970A (ja)	1993-08-20	殺生物性化合物
EP0411717B1 (de)	1994-06-15	Biozide Azoxim-Verbindungen
EP0644184B1 (de)	1997-11-05	Azoxycyanobenzol-Derivate und ihre Verwendung als Fungizide
EP0323869A1 (de)	1989-07-12	Saccharin-Derivate
SK95094A3 (en)	1995-04-12	Azoxycyanobenzodioxazone derivatives
EP0414299B1 (de)	1994-06-15	Biozide Azoxim-Verbindungen
JPS62207260A (ja)	1987-09-11	殺菌剤
EP0645384A1 (de)	1995-03-29	Azoxycyanobenzodioxan-Derivate und ihre Verwendung als Fungizide
EP0152131A2 (de)	1985-08-21	Carboxamid-Derivate, ihre Herstellung und ihre Verwendung als Fungizidmittel
US4927841A (en)	1990-05-22	Fungicidal imidazole oxime derivatives
HU207840B (en)	1993-06-28	Fungicide composition, process for producing them and process for fungicidal protection