CS205135B2 - Method of making the n-phenyl-n'-/2-chlor-6-fluorbenzyl/-urea - Google Patents

Method of making the n-phenyl-n'-/2-chlor-6-fluorbenzyl/-urea Download PDF

Info

Publication number: CS205135B2
Authority: CS; Czechoslovakia
Prior art keywords: chloro; phenyl; urea; trifluoromethyl; fluorbenzyl
Prior art date: 1978-01-13

Application number

CS796220A

Other languages

Czech (cs)

English (en)

Inventor

Wilhelm Sirrenberg

Erich De Marhold Albrec Klauke

Ingeborg Hammann

Wilhelm Stendel

Ingomar Krehan

Original Assignee

Bayer Ag

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.)

1978-01-13

Filing date

1979-01-09

Publication date

1981-04-30

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6029415&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CS205135(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1979-01-09 Application filed by Bayer Ag filed Critical Bayer Ag

1981-04-30 Publication of CS205135B2 publication Critical patent/CS205135B2/cs

Links

238000004519 manufacturing process Methods 0.000 title description 2
239000004202 carbamide Substances 0.000 title 1
-1 2-chloro-6-fluorobenzoyl Chemical group 0.000 claims description 19
238000000034 method Methods 0.000 claims description 13
KLOZZZNFJYMTNE-UHFFFAOYSA-N 2-chloro-6-fluorobenzamide Chemical compound NC(=O)C1=C(F)C=CC=C1Cl KLOZZZNFJYMTNE-UHFFFAOYSA-N 0.000 claims description 6
235000013877 carbamide Nutrition 0.000 claims description 5
150000003672 ureas Chemical class 0.000 claims description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 4
239000003085 diluting agent Substances 0.000 claims description 4
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
125000001188 haloalkyl group Chemical group 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
229910052717 sulfur Chemical group 0.000 claims description 2
239000011593 sulfur Chemical group 0.000 claims description 2
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 8
150000001875 compounds Chemical class 0.000 description 8
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 7
230000000749 insecticidal effect Effects 0.000 description 6
239000007858 starting material Substances 0.000 description 5
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
125000004789 chlorodifluoromethoxy group Chemical group ClC(O*)(F)F 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241000607479 Yersinia pestis Species 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
239000000155 melt Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
IHHUGFJSEJSCGE-UHFFFAOYSA-N 1-isocyanato-2-phenylbenzene Chemical compound O=C=NC1=CC=CC=C1C1=CC=CC=C1 IHHUGFJSEJSCGE-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
QWXAYHAPQNMAKI-UHFFFAOYSA-N 2-chloro-4-isocyanato-1-(trifluoromethoxy)benzene Chemical compound FC(F)(F)OC1=CC=C(N=C=O)C=C1Cl QWXAYHAPQNMAKI-UHFFFAOYSA-N 0.000 description 1
UQXQIGFHOXLSOB-UHFFFAOYSA-N 2-chloro-6-fluoro-n-(phenylcarbamoyl)benzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC1=CC=CC=C1 UQXQIGFHOXLSOB-UHFFFAOYSA-N 0.000 description 1
VLRGXXKFHVJQOL-UHFFFAOYSA-N 3-chloropentane-2,4-dione Chemical compound CC(=O)C(Cl)C(C)=O VLRGXXKFHVJQOL-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241000238631 Hexapoda Species 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
241000244206 Nematoda Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241001454295 Tetranychidae Species 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
150000001448 anilines Chemical class 0.000 description 1
244000000054 animal parasite Species 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
150000008047 benzoylureas Chemical class 0.000 description 1
239000008280 blood Substances 0.000 description 1
244000309464 bull Species 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000004775 chlorodifluoromethyl group Chemical group FC(F)(Cl)* 0.000 description 1
QQQYTWIFVNKMRW-UHFFFAOYSA-N diflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)C=C1 QQQYTWIFVNKMRW-UHFFFAOYSA-N 0.000 description 1
239000003814 drug Substances 0.000 description 1
244000078703 ectoparasite Species 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000003502 gasoline Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000001261 isocyanato group Chemical group *N=C=O 0.000 description 1
238000002955 isolation Methods 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
238000005457 optimization Methods 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003071 parasitic effect Effects 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
241000894007 species Species 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/16—Derivatives of isocyanic acid having isocyanate groups acylated
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/48—Y being a hydrogen or a carbon atom
- C07C275/54—Y being a carbon atom of a six-membered aromatic ring, e.g. benzoylureas
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
- C07C323/43—Y being a hetero atom
- C07C323/44—X or Y being nitrogen atoms

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)

CS796220A 1978-01-13 1979-01-09 Method of making the n-phenyl-n'-/2-chlor-6-fluorbenzyl/-urea CS205135B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19782801316 DE2801316A1 (de)	1978-01-13	1978-01-13	Substituierte n-phenyl-n'-(2-chlor- 6-fluor-benzoyl)-harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als insektizide

Publications (1)

Publication Number	Publication Date
CS205135B2 true CS205135B2 (en)	1981-04-30

Family

ID=6029415

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CS796220A CS205135B2 (en)	1978-01-13	1979-01-09	Method of making the n-phenyl-n'-/2-chlor-6-fluorbenzyl/-urea
CS79203A CS205134B2 (en)	1978-01-13	1979-01-09	Insecticide means and method of making the active substances

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
CS79203A CS205134B2 (en)	1978-01-13	1979-01-09	Insecticide means and method of making the active substances

Country Status (27)

Country	Link
US (1)	US4277499A (ro)
EP (1)	EP0003099B1 (ro)
JP (1)	JPS54100344A (ro)
AR (1)	AR223164A1 (ro)
AT (1)	AT363724B (ro)
AU (1)	AU518182B2 (ro)
BR (1)	BR7900196A (ro)
CA (1)	CA1095932A (ro)
CS (2)	CS205135B2 (ro)
DD (2)	DD148771A5 (ro)
DE (2)	DE2801316A1 (ro)
DK (1)	DK149448C (ro)
EG (1)	EG13734A (ro)
ES (1)	ES476796A1 (ro)
FI (1)	FI63392C (ro)
GR (1)	GR73087B (ro)
HU (1)	HU181405B (ro)
IL (1)	IL56405A (ro)
NO (1)	NO149386C (ro)
NZ (1)	NZ189349A (ro)
OA (1)	OA06146A (ro)
PH (1)	PH13875A (ro)
PL (2)	PL120284B1 (ro)
PT (1)	PT69039A (ro)
RO (1)	RO75588A (ro)
TR (1)	TR20429A (ro)
ZA (1)	ZA79145B (ro)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL160809C (nl) *	1970-05-15	1979-12-17	Duphar Int Res	Werkwijze ter bereiding van benzoylureumverbindingen, alsmede werkwijze ter bereiding van insekticide prepara- ten op basis van benzoylureumverbindingen.
US5245071A (en) *	1970-05-15	1993-09-14	Duphar International Research B.V.	Organic compounds derived from urea or thiourea
US5342958A (en) *	1970-05-15	1994-08-30	Solvay Duphar International Research B.V.	Organic compounds derived from urea or thiourea
USRE32418E (en) *	1977-05-13	1987-05-12	The Dow Chemical Company	Substituted(((phenyl)amino)carbonyl)-benzamides
DE2919292A1 (de) *	1979-05-12	1980-11-20	Bayer Ag	Substituierte harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als pflanzenbakterizide
EP0023884B1 (de) *	1979-07-11	1983-07-20	Ciba-Geigy Ag	N-Phenyl-N'-benzoylharnstoffe, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Mittel und ihre Verwendung zur Bekämpfung von Schädlingen
US4399152A (en) *	1980-04-03	1983-08-16	Duphar International B.V.	Substituted benzoyl ureas as insecticides
DK172687B1 (da) *	1981-07-30	1999-05-31	Dow Agrosciences Llc	Substituerede N-aroyl-N'-phenyl-urinstofforbindelser, mellemprodukt til brug ved fremstilling deraf, en fremgangsmåde til d
US4431667A (en) *	1981-12-04	1984-02-14	The Upjohn Company	Imino ethers useful for controlling insect and arachnoid pests
US4438110A (en)	1982-04-28	1984-03-20	Union Carbide Corporation	Chewing insect toxicant compositions
DE3217619A1 (de) *	1982-05-11	1983-11-17	Bayer Ag, 5090 Leverkusen	2,4-dihalogenbenzoyl-(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
DE3217620A1 (de) *	1982-05-11	1983-11-17	Bayer Ag, 5090 Leverkusen	2,5-dihalogenbenzoyl-(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
US4868215A (en) *	1982-07-26	1989-09-19	The Dow Chemical Company	Substituted N-aroyl N'-phenyl urea compounds
JPS6092260A (ja) *	1983-10-27	1985-05-23	Nippon Tokushu Noyaku Seizo Kk	新規アニリン誘導体
US4659736A (en) *	1984-01-21	1987-04-21	Bayer Aktiengesellschaft	Benzoyl urea compounds as agents for repelling snails and slugs
JPS60181063A (ja) *	1984-02-27	1985-09-14	Takeda Chem Ind Ltd	ベンゾイル尿素誘導体、その製造法及び殺虫剤
JPS60181067A (ja) *	1984-02-27	1985-09-14	Takeda Chem Ind Ltd	ベンゾイル尿素誘導体，その製造法及び殺虫剤
TR23048A (tr) *	1984-08-31	1989-02-14	Ciba Geigy Ag	Fenilbenzoiluereler,bunlarin im aline mahsus usul ve bunlarin zararhlarla muecadelede kullanimi
JPS6197255A (ja) *	1984-10-18	1986-05-15	チバ‐ガイギー　アクチエンゲゼルシヤフト	置換ｎ―ベンゾイル―ｎ’―２．５―ジクロロ―４―ヘキサフルオロプロピルオキシフェニル尿素、その製造方法及び該化合物を含有する組成物
DE3439364A1 (de) *	1984-10-27	1986-04-30	Bayer Ag, 5090 Leverkusen	Benzoylharnstoffe und zwischenprodukte
ES2038125T3 (es) *	1985-10-14	1993-07-16	Ciba-Geigy Ag	Benzoilfenilureas.
US5288756A (en) *	1985-10-14	1994-02-22	Ciba-Geigy Corporation	Benzoylphenylureas
DE3613062A1 (de) *	1986-04-18	1987-10-29	Hoechst Ag	N-benzoyl-n'-phenyl(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
GB8700838D0 (en) *	1987-01-15	1987-02-18	Shell Int Research	Termiticides
JP2661709B2 (ja) *	1988-07-08	1997-10-08	ダウ・ケミカル日本株式会社	高活性な農薬水和剤の製法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4013717A (en) *	1970-05-15	1977-03-22	U.S. Philips Corporation	Benzoyl phenyl urea derivatives having insecticidal activities
DE2531279C2 (de) *	1975-07-12	1983-07-14	Bayer Ag, 5090 Leverkusen	N-(3-Trifluormethyl-4-halogen-phenyl)- N'-benzoyl-harnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide
DE2601780B2 (de) *	1976-01-20	1979-07-26	Bayer Ag, 5090 Leverkusen	N-Phenyl-N'-benzoylharnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide
US4089975A (en) *	1977-05-13	1978-05-16	The Dow Chemical Company	Method of controlling manure-breeding insects
US4170657A (en) *	1977-05-13	1979-10-09	The Dow Chemical Company	Substituted(((phenyl)amino)carbonyl)-benzamides

1978
- 1978-01-13 DE DE19782801316 patent/DE2801316A1/de not_active Withdrawn
- 1978-12-29 NO NO784421A patent/NO149386C/no unknown
1979
- 1979-01-02 EP EP79100005A patent/EP0003099B1/de not_active Expired
- 1979-01-02 DE DE7979100005T patent/DE2960791D1/de not_active Expired
- 1979-01-05 PT PT69039A patent/PT69039A/pt unknown
- 1979-01-09 CS CS796220A patent/CS205135B2/cs unknown
- 1979-01-09 CS CS79203A patent/CS205134B2/cs unknown
- 1979-01-10 RO RO7996239A patent/RO75588A/ro unknown
- 1979-01-10 EG EG15/79A patent/EG13734A/xx active
- 1979-01-10 IL IL56405A patent/IL56405A/xx unknown
- 1979-01-10 NZ NZ189349A patent/NZ189349A/xx unknown
- 1979-01-11 TR TR20429A patent/TR20429A/xx unknown
- 1979-01-11 FI FI790087A patent/FI63392C/fi not_active IP Right Cessation
- 1979-01-11 DD DD79218771A patent/DD148771A5/de unknown
- 1979-01-11 DD DD79210441A patent/DD141406A5/de unknown
- 1979-01-11 JP JP105779A patent/JPS54100344A/ja active Granted
- 1979-01-12 BR BR7900196A patent/BR7900196A/pt unknown
- 1979-01-12 AT AT0023879A patent/AT363724B/de not_active IP Right Cessation
- 1979-01-12 HU HU79BA3747A patent/HU181405B/hu unknown
- 1979-01-12 GR GR58073A patent/GR73087B/el unknown
- 1979-01-12 ZA ZA79145A patent/ZA79145B/xx unknown
- 1979-01-12 PL PL1979219740A patent/PL120284B1/pl unknown
- 1979-01-12 ES ES476796A patent/ES476796A1/es not_active Expired
- 1979-01-12 DK DK13779A patent/DK149448C/da not_active IP Right Cessation
- 1979-01-12 AR AR275153A patent/AR223164A1/es active
- 1979-01-12 PH PH22058A patent/PH13875A/en unknown
- 1979-01-12 OA OA56705A patent/OA06146A/xx unknown
- 1979-01-12 PL PL1979212760A patent/PL116480B1/pl unknown
- 1979-01-12 CA CA319,597A patent/CA1095932A/en not_active Expired
- 1979-01-12 AU AU43340/79A patent/AU518182B2/en not_active Ceased
1980
- 1980-02-01 US US06/117,755 patent/US4277499A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0003099A3 (en)	1979-08-22
NO149386C (no)	1984-04-11
JPS6123786B2 (ro)	1986-06-07
NO149386B (no)	1984-01-02
AT363724B (de)	1981-08-25
PH13875A (en)	1980-10-24
EP0003099A2 (de)	1979-07-25
EG13734A (en)	1982-06-30
AR223164A1 (es)	1981-07-31
NO784421L (no)	1979-07-16
AU4334079A (en)	1979-07-19
RO75588A (ro)	1981-01-30
PL120284B1 (en)	1982-02-27
GR73087B (ro)	1984-02-01
AU518182B2 (en)	1981-09-17
CA1095932A (en)	1981-02-17
ZA79145B (en)	1980-01-30
DK13779A (da)	1979-07-14
OA06146A (fr)	1981-06-30
DD141406A5 (de)	1980-04-30
CS205134B2 (en)	1981-04-30
DE2960791D1 (en)	1981-12-03
PL219740A1 (ro)	1980-11-17
DK149448B (da)	1986-06-16
PT69039A (pt)	1979-02-01
EP0003099B1 (de)	1981-09-16
PL116480B1 (en)	1981-06-30
DD148771A5 (de)	1981-06-10
ES476796A1 (es)	1979-06-01
TR20429A (tr)	1981-07-02
JPS54100344A (en)	1979-08-08
NZ189349A (en)	1981-03-16
FI790087A (fi)	1979-07-14
FI63392C (fi)	1983-06-10
US4277499A (en)	1981-07-07
ATA23879A (de)	1981-01-15
IL56405A0 (en)	1979-03-12
IL56405A (en)	1984-11-30
FI63392B (fi)	1983-02-28
HU181405B (en)	1983-07-28
DK149448C (da)	1986-11-24
DE2801316A1 (de)	1979-07-19
BR7900196A (pt)	1979-08-14
PL212760A1 (ro)	1980-04-21

Publication	Publication Date	Title
CS205135B2 (en)	1981-04-30	Method of making the n-phenyl-n'-/2-chlor-6-fluorbenzyl/-urea
CA1202962A (en)	1986-04-08	Substituted n-phenyl-n'-benzoyl ureas and their use as insecticides and acaricides
DK173602B1 (da)	2001-04-23	Halogenbenzoyl-phenylurinstofderivater, fremgangsmåde til fremstilling af sådanne forbindelser, fremgangsmåde til bekæmpelse af angreb af skadelige insekter og insekticid blanding
US3764624A (en)	1973-10-09	N-substituted-2,6-dinitro-3-(alkoxy or alkylthio)-4-substituted-aniline compounds
JPS61267576A (ja)	1986-11-27	Ｎ−〔（４，６−ジメトキシピリミジン−２−イル）アミノカルボニル〕−３−トリフルオロメチルピリジン−２−スルホンアミド或いはその塩、それらの製造方法及びそれらを含有する除草剤
CS213387B2 (en)	1982-04-09	Herbicide means and method of making the active substances
JPS62263162A (ja)	1987-11-16	置換２，４−ジアミノ−５−シアノピリミジン及び該化合物を含有する有害生物防除剤
DK160454B (da)	1991-03-18	N-benzoyl-n'-pyridyloxyphenylurinstoffer
EP0011179B1 (de)	1984-02-15	N-Phenylharnstoffe, Verfahren zu ihrer Herstellung, ihre Verwendung als Herbizide, sowie Zwischenprodukte und deren Herstellung
CA1283662C (en)	1991-04-30	Benzoyl-ureas exerting an insecticide activity
DK160816B (da)	1991-04-22	Benzoyl-urinstof-derivater, fremgangsmaade til fremstilling af disse, fremgangsmaade til bekaempelse af insektangreb samt insekticidt middel indeholdende disse
DE2845996A1 (de)	1980-04-30	Herbizide mittel, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von unkraeutern
US4873264A (en)	1989-10-10	Novel pesticidal 1-(alkyl-phenoxy-aryl)-3-benzoyl ureas and process for preparation
US4968829A (en)	1990-11-06	Novel substituted aromatic compounds
DE2512171A1 (de)	1976-10-14	2,3-dihalogen-alkanoyl-harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als fungizide
Hamprecht et al.	1981	Alkylsulfamoyl chlorides as key units in the synthesis of novel biologically active compounds for crop protection
US3983172A (en)	1976-09-28	Bis-halogen carbonyl anilines and process for the production
CS231991B2 (en)	1985-01-16	Herbceous agent and manufacturing process of active substances
JPS6317871A (ja)	1988-01-25	置換フラザン
US4331669A (en)	1982-05-25	Fungicidal pyridyl arylureas, compositions containing them and method of controlling fungi and bacteria
JPS5936994B2 (ja)	1984-09-06	Ｎ−スルフイニルカルバメ−ト
US4017529A (en)	1977-04-12	Herbicidal allophanimidates
JPH0453863B2 (ro)	1992-08-27
GB1572459A (en)	1980-07-30	Herbicidally active urea derivatives process for their manufacture and their use
JPS6169765A (ja)	1986-04-10	１‐（２‐オキシアミノスルホニル‐フエニルスルホニル）‐尿素の製造法