DD264846A5 - Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe - Google Patents

Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe Download PDF

Info

Publication number: DD264846A5
Authority: DD; German Democratic Republic
Prior art keywords: och; formula; alkyl; hydrogen; methyl
Prior art date: 1986-12-16

Application number

DD87310429A

Other languages

German (de)

English (en)

Inventor

Christa Fest

Klaus-Helmut Mueller

Theodor Pfister

Hans-Jochem Riebel

Ernst Kysela

Hans-Joachim Santel

Robert R Schmidt

Robert H Strang

Original Assignee

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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.)

1986-12-16

Filing date

1987-12-14

Publication date

1989-02-15

1987-12-14 Application filed by ��@��k�� filed Critical ��@��k��

1989-02-15 Publication of DD264846A5 publication Critical patent/DD264846A5/de

Links

SSGGNFYQMRDXFH-UHFFFAOYSA-N sulfanylurea Chemical compound NC(=O)NS SSGGNFYQMRDXFH-UHFFFAOYSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 51
239000000203 mixture Substances 0.000 claims abstract description 17
125000000446 sulfanediyl group Chemical group *S* 0.000 claims abstract description 11
235000013877 carbamide Nutrition 0.000 claims abstract description 10
239000004009 herbicide Substances 0.000 claims abstract description 10
150000003672 ureas Chemical class 0.000 claims abstract description 9
150000003839 salts Chemical class 0.000 claims abstract description 7
239000004606 Fillers/Extenders Substances 0.000 claims abstract description 5
229910052751 metal Inorganic materials 0.000 claims abstract description 4
239000002184 metal Substances 0.000 claims abstract description 4
150000002739 metals Chemical class 0.000 claims abstract description 3
150000002897 organic nitrogen compounds Chemical class 0.000 claims abstract description 3
239000004094 surface-active agent Substances 0.000 claims abstract 3
239000000460 chlorine Chemical group 0.000 claims description 75
-1 halogon Chemical group 0.000 claims description 42
239000001257 hydrogen Substances 0.000 claims description 24
229910052739 hydrogen Inorganic materials 0.000 claims description 24
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 23
238000000034 method Methods 0.000 claims description 20
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
229910052801 chlorine Chemical group 0.000 claims description 17
229910052757 nitrogen Inorganic materials 0.000 claims description 16
239000011737 fluorine Substances 0.000 claims description 15
229910052731 fluorine Inorganic materials 0.000 claims description 15
238000002360 preparation method Methods 0.000 claims description 14
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
125000000217 alkyl group Chemical group 0.000 claims description 12
150000002431 hydrogen Chemical group 0.000 claims description 11
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 9
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical class 0.000 claims description 8
125000001153 fluoro group Chemical group F* 0.000 claims description 7
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 7
125000004093 cyano group Chemical group *C#N 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
125000004414 alkyl thio group Chemical group 0.000 claims description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
229910052794 bromium Inorganic materials 0.000 claims description 5
125000001188 haloalkyl group Chemical group 0.000 claims description 5
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 5
229910052760 oxygen Inorganic materials 0.000 claims description 5
239000001301 oxygen Substances 0.000 claims description 5
229910052717 sulfur Inorganic materials 0.000 claims description 5
239000011593 sulfur Substances 0.000 claims description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
125000003545 alkoxy group Chemical group 0.000 claims description 4
125000003282 alkyl amino group Chemical group 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000004438 haloalkoxy group Chemical group 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
125000000304 alkynyl group Chemical group 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 2
125000004995 haloalkylthio group Chemical group 0.000 claims description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
150000003585 thioureas Chemical class 0.000 claims description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 5
230000008635 plant growth Effects 0.000 claims 2
GJKVOBOIRKNMPZ-UHFFFAOYSA-N CCOC(N(NOC)SCC)(OC(F)F)SC Chemical group CCOC(N(NOC)SCC)(OC(F)F)SC GJKVOBOIRKNMPZ-UHFFFAOYSA-N 0.000 claims 1
125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
230000002363 herbicidal effect Effects 0.000 abstract description 12
239000004480 active ingredient Substances 0.000 abstract description 11
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241000196324 Embryophyta Species 0.000 description 19
239000000543 intermediate Substances 0.000 description 17
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
238000002844 melting Methods 0.000 description 13
230000008018 melting Effects 0.000 description 13
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239000003085 diluting agent Substances 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 7
239000003995 emulsifying agent Substances 0.000 description 7
238000009472 formulation Methods 0.000 description 7
150000003254 radicals Chemical class 0.000 description 7
239000007858 starting material Substances 0.000 description 7
YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
239000002904 solvent Substances 0.000 description 6
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
239000013543 active substance Substances 0.000 description 5
KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 5
239000008187 granular material Substances 0.000 description 5
239000011734 sodium Substances 0.000 description 5
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
239000003054 catalyst Substances 0.000 description 4
230000006378 damage Effects 0.000 description 4
230000000694 effects Effects 0.000 description 4
LCGLNKUTAGEVQW-UHFFFAOYSA-N methyl monoether Natural products COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 4
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
239000000843 powder Substances 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
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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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150000002576 ketones Chemical class 0.000 description 3
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125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
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FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
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UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
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159000000000 sodium salts Chemical class 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
WZAHMRQNSPPKEP-UHFFFAOYSA-M sodium;[2-(trifluoromethoxy)phenyl]methanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC1=CC=CC=C1OC(F)(F)F WZAHMRQNSPPKEP-UHFFFAOYSA-M 0.000 description 1
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235000014101 wine Nutrition 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
- 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<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen

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)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

DD87310429A 1986-12-16 1987-12-14 Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe DD264846A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19863642824 DE3642824A1 (de)	1986-12-16	1986-12-16	Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe

Publications (1)

Publication Number	Publication Date
DD264846A5 true DD264846A5 (de)	1989-02-15

Family

ID=6316230

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD87310429A DD264846A5 (de)	1986-12-16	1987-12-14	Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe

Country Status (11)

Country	Link
US (3)	US4806147A (da)
EP (1)	EP0271780A3 (da)
JP (1)	JPS63165372A (da)
KR (1)	KR880007467A (da)
BR (1)	BR8706803A (da)
DD (1)	DD264846A5 (da)
DE (1)	DE3642824A1 (da)
DK (1)	DK657787A (da)
HU (1)	HUT46195A (da)
IL (1)	IL84806A0 (da)
ZA (1)	ZA879398B (da)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5071469A (en) *	1989-04-21	1991-12-10	E. I. Du Pont De Nemours And Company	Herbicidal benzylsulfonamides
AU2954992A (en) *	1991-11-13	1993-06-15	Mta Kozponti Kemiai Kutato Intezete	Process for preparing n-(arylsulphonyl)-carbamide acid derivates and intermediates useful for carrying out this process
WO2000026161A1 (fr) *	1998-11-04	2000-05-11	Rhodia Chimie	Procede et reactif de sulfonylation utiles pour la synthese de sulfanilide perhalogene
KR102431436B1 (ko)	2014-08-29	2022-08-10	테스 파마 에스.알.엘.	α-아미노-β-카복시뮤콘산 세미알데히드 데카복실라제의 억제제

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR1596922A (da) *	1968-04-13	1970-06-22
GB1519911A (en) *	1976-02-21	1978-08-02	Ciba Geigy Ag	Reaction products of sulphur dioxide with schiff's bases and their use as metal treatment agents
US4401663A (en) *	1981-06-30	1983-08-30	The Procter & Gamble Company	Novel sulfonamide derivatives
US4420325A (en) *	1981-09-29	1983-12-13	E. I. Du Pont De Nemours & Company	Herbicidal sulfonamides
US4537618A (en) *	1982-05-26	1985-08-27	Ciba Geigy Corporation	N-phenylsulfonyl-N'-pyrimidinylureas
DE3228101A1 (de) *	1982-07-28	1984-02-02	Celamerck Gmbh & Co Kg, 6507 Ingelheim	Verfahren zur herstellung von sulfonyliscyanaten
US4476056A (en) *	1982-11-05	1984-10-09	Hoffmann-La Roche Inc.	Trifluoromethoxy analogs of aromatic retinoids
US4678500A (en) *	1984-06-29	1987-07-07	E. I. Du Pont De Nemours And Company	Herbicidal 2,6-disubstituted benzylsulfonamides and benzenesulfamates
US4678498A (en) *	1985-06-12	1987-07-07	E. I. Du Pont De Nemours And Company	Herbicidal sulfonamides

1986
- 1986-12-16 DE DE19863642824 patent/DE3642824A1/de not_active Withdrawn
1987
- 1987-12-04 EP EP87117929A patent/EP0271780A3/de not_active Withdrawn
- 1987-12-09 US US07/130,772 patent/US4806147A/en not_active Expired - Fee Related
- 1987-12-14 IL IL84806A patent/IL84806A0/xx unknown
- 1987-12-14 DD DD87310429A patent/DD264846A5/de not_active IP Right Cessation
- 1987-12-15 JP JP62315453A patent/JPS63165372A/ja active Pending
- 1987-12-15 ZA ZA879398A patent/ZA879398B/xx unknown
- 1987-12-15 BR BR8706803A patent/BR8706803A/pt unknown
- 1987-12-15 DK DK657787A patent/DK657787A/da not_active Application Discontinuation
- 1987-12-15 KR KR870014313A patent/KR880007467A/ko not_active Withdrawn
- 1987-12-16 HU HU875717A patent/HUT46195A/hu unknown
1988
- 1988-11-08 US US07/268,419 patent/US4927454A/en not_active Expired - Fee Related
1990
- 1990-01-30 US US07/472,520 patent/US4990637A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JPS63165372A (ja)	1988-07-08
DK657787A (da)	1988-06-17
EP0271780A3 (de)	1989-08-09
DE3642824A1 (de)	1988-06-30
KR880007467A (ko)	1988-08-27
US4990637A (en)	1991-02-05
US4927454A (en)	1990-05-22
ZA879398B (en)	1988-06-09
BR8706803A (pt)	1988-07-19
DK657787D0 (da)	1987-12-15
IL84806A0 (en)	1988-06-30
US4806147A (en)	1989-02-21
EP0271780A2 (de)	1988-06-22
HUT46195A (en)	1988-10-28

Legal Events

Date	Code	Title	Description
1995-09-14	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
EP0354329B1 (de)	1993-02-10	(Hetero)Aryloxynaphthaline mit über Schwefel gebundenen Substituenten
EP0137358A2 (de)	1985-04-17	1,3-Diaryl-5-methylen-perhydropyrimidin-2-one
DE3627411A1 (de)	1988-02-18	Triazolo-pyrimidin-2-sulfonamide
DD264846A5 (de)	1989-02-15	Substituierte 1-benzylsulfonyl-3-heteroaryl-(thio)harnstoffe
EP0173314B1 (de)	1989-04-12	Benzodisultame
EP0173312A1 (de)	1986-03-05	1-(2-Trifluormethoxy-phenylsulfonyl)-3-heteroaryl-(thio)-harnstoffe
EP0173322B1 (de)	1988-12-28	(1-(2-Oxyaminosulfonylphenylsulfonyl)-3-heteroaryl-harnstoffe
DD238319A5 (de)	1986-08-20	Herbizide mittel
DE3841086A1 (de)	1990-06-21	Sulfonylaminoazine, verfahren zu ihrer herstellung und ihre verwendung als herbizide
EP0251079B1 (de)	1993-05-19	3-Substituierte 1-(2-Halogen-alkoxy-benzolsulfonyl)-3-heteroaryl-harnstoffe
EP0173323A1 (de)	1986-03-05	Amidinoazole
EP0431270A1 (de)	1991-06-12	Substituierte Sulfonylamidinohydrazone
EP0217038B1 (de)	1989-06-07	Benzo-[b]-1,4,5,7-dithiadiazepin-1,1,4,4-tetraoxydderivate
EP0173316A2 (de)	1986-03-05	1-(2-Oxyaminosulfonylphenylsulfonyl)-3-heteroaryl-iso-(thio)-harnstoffe
EP0307753A2 (de)	1989-03-22	Sulfonyliso(thio)harnstoffe sowie ein Verfahren und neue Zwischenprodukte zu ihrer Herstellung
DD257380A5 (de)	1988-06-15	Herbizide mittel
EP0234250A2 (de)	1987-09-02	Acylierte Sulfonylguanidine
DE3626860A1 (de)	1988-02-11	Acylierte 1-(2-oxyaminosulfonylphenylsulfonyl)-3-heteroaryl-harnstoffe
DE3502266A1 (de)	1986-08-07	Optisch aktive phenoxypropionsaeure-derivate
DE3425123A1 (de)	1986-01-16	Optisch aktive phenoxypropionsaeure-derivate
EP0173313A2 (de)	1986-03-05	Heteroarylthioharnstoffe
DE3617715A1 (de)	1987-12-03	Oxa-bicyclo(2.2.1)hepten-derivate
DD237780A5 (de)	1986-07-30	Herbizide mittel
EP0264021A2 (de)	1988-04-20	0-Aryl-N'-(triazin-2-yl)-isoharnstoffe
EP0173315A1 (de)	1986-03-05	Oxyguanidin-Derivate