DD154522A5 - Herbicide zusammensetzungen - Google Patents

Herbicide zusammensetzungen Download PDF

Info

Publication number: DD154522A5
Authority: DD; German Democratic Republic
Prior art keywords: methyl; radical; composition according; item; thiadiazol
Prior art date: 1979-08-10

Application number

DD80223178A

Other languages

German (de)

English (en)

Inventor

Jerome M Lavanish

Original Assignee

Ppg Industries Inc

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.)

1979-08-10

Filing date

1980-08-07

Publication date

1982-03-31

1980-08-07 Application filed by Ppg Industries Inc filed Critical Ppg Industries Inc

1982-03-31 Publication of DD154522A5 publication Critical patent/DD154522A5/de

Links

239000000203 mixture Substances 0.000 title claims abstract description 49
230000002363 herbicidal effect Effects 0.000 title claims abstract description 24
239000004009 herbicide Substances 0.000 title abstract description 28
229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
229910052717 sulfur Inorganic materials 0.000 claims abstract description 4
150000001875 compounds Chemical class 0.000 claims description 62
-1 alkyl radical Chemical group 0.000 claims description 45
241000196324 Embryophyta Species 0.000 claims description 36
125000004432 carbon atom Chemical group C* 0.000 claims description 13
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 7
238000000034 method Methods 0.000 claims description 6
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
239000001301 oxygen Substances 0.000 claims description 5
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 4
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
125000005997 bromomethyl group Chemical group 0.000 claims description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
239000011593 sulfur Substances 0.000 claims description 3
125000005999 2-bromoethyl group Chemical group 0.000 claims description 2
HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical group C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
238000009472 formulation Methods 0.000 abstract description 13
125000003342 alkenyl group Chemical group 0.000 abstract description 2
125000000217 alkyl group Chemical group 0.000 abstract description 2
150000008624 imidazolidinones Chemical class 0.000 abstract description 2
125000001188 haloalkyl group Chemical group 0.000 abstract 2
125000004414 alkyl thio group Chemical group 0.000 abstract 1
125000000304 alkynyl group Chemical group 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 37
239000000243 solution Substances 0.000 description 33
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 22
238000002360 preparation method Methods 0.000 description 20
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HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 16
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
239000003921 oil Substances 0.000 description 13
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 12
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239000000047 product Substances 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 9
239000013078 crystal Substances 0.000 description 9
JQCSUVJDBHJKNG-UHFFFAOYSA-N 1-methoxy-ethyl Chemical group C[CH]OC JQCSUVJDBHJKNG-UHFFFAOYSA-N 0.000 description 8
239000000539 dimer Substances 0.000 description 8
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XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
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239000002253 acid Substances 0.000 description 4
238000001816 cooling Methods 0.000 description 4
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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230000015572 biosynthetic process Effects 0.000 description 3
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BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 3
239000007788 liquid Substances 0.000 description 3
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238000003786 synthesis reaction Methods 0.000 description 3
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HUMIEJNVCICTPJ-UHFFFAOYSA-N 2,2-dimethoxy-n-methylethanamine Chemical compound CNCC(OC)OC HUMIEJNVCICTPJ-UHFFFAOYSA-N 0.000 description 2
XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 description 2
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WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
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NQQVFXUMIDALNH-UHFFFAOYSA-N picloram Chemical compound NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
TZLVRPLSVNESQC-UHFFFAOYSA-N potassium azide Chemical compound [K+].[N-]=[N+]=[N-] TZLVRPLSVNESQC-UHFFFAOYSA-N 0.000 description 1
GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 description 1
239000000843 powder Substances 0.000 description 1
ISEUFVQQFVOBCY-UHFFFAOYSA-N prometon Chemical compound COC1=NC(NC(C)C)=NC(NC(C)C)=N1 ISEUFVQQFVOBCY-UHFFFAOYSA-N 0.000 description 1
MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 1
235000009736 ragweed Nutrition 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000009738 saturating Methods 0.000 description 1
235000003513 sheep sorrel Nutrition 0.000 description 1
ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
HKAMKLBXTLTVCN-UHFFFAOYSA-N simeton Chemical compound CCNC1=NC(NCC)=NC(OC)=N1 HKAMKLBXTLTVCN-UHFFFAOYSA-N 0.000 description 1
NTOCDDPMRUNYHP-UHFFFAOYSA-M sodium;2-(2,4,5-trichlorophenoxy)ethyl sulfate Chemical compound [Na+].[O-]S(=O)(=O)OCCOC1=CC(Cl)=C(Cl)C=C1Cl NTOCDDPMRUNYHP-UHFFFAOYSA-M 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
230000002485 urinary effect Effects 0.000 description 1
238000005406 washing Methods 0.000 description 1
235000005765 wild carrot Nutrition 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/125—Saturated compounds having only one carboxyl group and containing ether groups, groups, groups, or groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

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)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

DD80223178A 1979-08-10 1980-08-07 Herbicide zusammensetzungen DD154522A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US6569479A	1979-08-10	1979-08-10

Publications (1)

Publication Number	Publication Date
DD154522A5 true DD154522A5 (de)	1982-03-31

Family

ID=22064480

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD80223178A DD154522A5 (de)	1979-08-10	1980-08-07	Herbicide zusammensetzungen

Country Status (21)

Country	Link
AR (1)	AR227767A1 (cs)
BG (1)	BG34613A3 (cs)
BR (1)	BR8004985A (cs)
CA (1)	CA1150271A (cs)
CS (1)	CS226018B2 (cs)
DD (1)	DD154522A5 (cs)
DE (1)	DE3029729C2 (cs)
EG (1)	EG14324A (cs)
ES (1)	ES494104A0 (cs)
FR (1)	FR2463138A1 (cs)
GB (1)	GB2055832B (cs)
IT (1)	IT1129241B (cs)
MA (1)	MA18930A1 (cs)
PH (1)	PH16568A (cs)
PL (1)	PL126910B1 (cs)
PT (1)	PT71681B (cs)
RO (1)	RO80300A (cs)
SU (1)	SU961558A3 (cs)
YU (1)	YU197880A (cs)
ZA (1)	ZA804583B (cs)
ZW (1)	ZW18480A1 (cs)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AR216038A1 (es) *	1973-06-29	1979-11-30	Velsicol Chemical Corp	Nuevos derivados de 1-(1,3,4-tiadiazol-2-il)-3-alquil-5-hidroxi-1,3-imidazolidin-2-onas con actividad herbicida y composiciones herbicidas que los contienen
US4012223A (en) *	1974-01-10	1977-03-15	Velsicol Chemical Corporation	Thiadiazolylimidazolidinones herbicides
FR2257581A1 (en) *	1974-01-10	1975-08-08	Velsicol Chemical Corp	Herbicidal thiadiazolyl imidazolidinones - 1-(2-alkyl-(1,3,4)thiadiazol-5-yl)-3-(halo)alkylimidazolidine-2-o- nes
IL48358A (en) *	1975-04-14	1979-03-12	Velsicol Chemical Corp	1-(5-alkyl-1,3,4-thiadiazol-2-yl)-5-(alkanoyloxy)-3-alkyl-2-imidazolidinones
US4086238A (en) *	1976-06-21	1978-04-25	Velsicol Chemical Corporation	1-Thiadiazolyl-4-methoxymethyl-5-hydroxyimidazolidinones
US4063924A (en) *	1976-10-29	1977-12-20	Velsicol Chemical Corporation	New thiadiazolylimidazolidinone ester
JPS5390519A (en) *	1977-01-18	1978-08-09	Nissan Diesel Motor Co Ltd	Exhaust gas refluxing control device for diesel engine
US4268675A (en) *	1979-07-06	1981-05-19	Ppg Industries, Inc.	3-[5-[1-(Dihalophenoxy)alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones

1980
- 1980-07-28 CA CA000357157A patent/CA1150271A/en not_active Expired
- 1980-07-29 ZA ZA00804583A patent/ZA804583B/xx unknown
- 1980-08-05 ZW ZW184/80A patent/ZW18480A1/xx unknown
- 1980-08-06 DE DE3029729A patent/DE3029729C2/de not_active Expired
- 1980-08-06 YU YU01978/80A patent/YU197880A/xx unknown
- 1980-08-07 DD DD80223178A patent/DD154522A5/de unknown
- 1980-08-08 BR BR8004985A patent/BR8004985A/pt unknown
- 1980-08-08 FR FR8017624A patent/FR2463138A1/fr active Granted
- 1980-08-08 IT IT68277/80A patent/IT1129241B/it active
- 1980-08-08 AR AR282098A patent/AR227767A1/es active
- 1980-08-08 ES ES494104A patent/ES494104A0/es active Granted
- 1980-08-08 BG BG048791A patent/BG34613A3/xx unknown
- 1980-08-08 SU SU802962251A patent/SU961558A3/ru active
- 1980-08-08 GB GB8025862A patent/GB2055832B/en not_active Expired
- 1980-08-08 PT PT71681A patent/PT71681B/pt unknown
- 1980-08-09 EG EG492/80A patent/EG14324A/xx active
- 1980-08-09 MA MA19131A patent/MA18930A1/fr unknown
- 1980-08-11 PL PL1980226187A patent/PL126910B1/pl unknown
- 1980-08-11 RO RO80101954A patent/RO80300A/ro unknown
- 1980-08-11 PH PH24428A patent/PH16568A/en unknown
- 1980-08-11 CS CS805529A patent/CS226018B2/cs unknown

Also Published As

Publication number	Publication date
YU197880A (en)	1983-06-30
GB2055832A (en)	1981-03-11
DE3029729C2 (de)	1982-12-23
DE3029729A1 (de)	1981-03-26
SU961558A3 (ru)	1982-09-23
MA18930A1 (fr)	1981-04-01
GB2055832B (en)	1983-09-28
PT71681B (en)	1981-06-15
CA1150271A (en)	1983-07-19
ZA804583B (en)	1981-09-30
PL226187A1 (cs)	1981-10-16
ES8106726A1 (es)	1981-08-01
IT1129241B (it)	1986-06-04
EG14324A (en)	1983-12-31
PT71681A (en)	1980-09-01
PH16568A (en)	1983-11-18
PL126910B1 (en)	1983-09-30
FR2463138B1 (cs)	1983-07-08
AR227767A1 (es)	1982-12-15
CS226018B2 (en)	1984-03-19
ZW18480A1 (en)	1980-10-22
RO80300A (ro)	1982-12-06
BR8004985A (pt)	1981-02-24
ES494104A0 (es)	1981-08-01
FR2463138A1 (fr)	1981-02-20
IT8068277A0 (it)	1980-08-08
BG34613A3 (en)	1983-10-15

Publication	Publication Date	Title
US4302239A (en)	1981-11-24	3-(5- or 3-Substituted-5- or 3-isoxazolyl)-1-allyl or alkyl-4-substituted-5-substituted or unsubstituted-2-imidazolidinones for controlling weeds
US4023957A (en)	1977-05-17	Herbicidal 1-thiadiazolyl-5-carbamoyloxyimidazolidinones
US4289524A (en)	1981-09-15	Herbicidal 3-(tetrahydrobenzothiazol-2-yl)tetrahydro-1,3,5-oxadiazin-4-ones
DE3007556A1 (de)	1980-09-11	Tetrahydrobenzothiazolylimidazolidinone und ihre verwendung als herbizide
US4279637A (en)	1981-07-21	Herbicidal N-substituted 4-imidazolin-2-ones
DD156564A5 (de)	1982-09-08	Herbizidzusammensetzung
US4255182A (en)	1981-03-10	Aminosulfonylthiadiazolylureas
US4052191A (en)	1977-10-04	1-thiadiazolyl-5-alkyl- and arylaminoimidazolidinones
US4046554A (en)	1977-09-06	Dialkyl acetals of anilinoacetaldehydes
US4233057A (en)	1980-11-11	3-[5-(1-Phenoxy-alkyl, -alkynyl, -alkenyl, or haloalkyl)-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
DD154522A5 (de)	1982-03-31	Herbicide zusammensetzungen
US4268675A (en)	1981-05-19	3-[5-[1-(Dihalophenoxy)alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
US4252960A (en)	1981-02-24	Intermediates of and methods of making 3-[5-[1-(nitrophenoxy)alkyl, alkynyl, alkenyl or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
US4252961A (en)	1981-02-24	Intermediates of and process for making 3-[5-[1-(2-, 3-, or 4-methyl, or ethyl or isopropylphenoxy)alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
US4263041A (en)	1981-04-21	Optionally substituted phenyl, and alkyl N-[5-(2-chloro-4-trifluoromethyl-6-optionally substituted phenoxy)-2-nitro, halo, or cyanobenzoyl]carbamates
US4319914A (en)	1982-03-16	Herbicidal tetrahydrobenzothiazolylimidazolidinones
US4029491A (en)	1977-06-14	1-Benzothiazolyl-5-hydroxyimidazolidinones
US4197114A (en)	1980-04-08	Alkyl N-3-alkoxy-, and N-3,5-dialkoxybenzoyl-N-isopropylaminoacetate herbicides
US4264353A (en)	1981-04-28	3-[5-[1-(4-Halophenoxy)alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
US4116969A (en)	1978-09-26	1-thiazolyl-5-hydroxyimidazolidinones
US4218236A (en)	1980-08-19	3-[5-[1-(2-, 3-, or 4-methyl, or ethyl or isopropylphenoxy) alkyl, alkynyl, haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl methyl-2-imidazolidinones
US4230480A (en)	1980-10-28	3-[5-(1-(Nitrophenoxy)alkyl, alkynyl, alkenyl, or haloalkyl)-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones
DD209714A5 (de)	1984-05-23	Herbizide mittel und verfahren zur vernichtung von unkraeutern
US4354032A (en)	1982-10-12	Alkyl N-3-halo-,N-3,5-dihalobenzoyl-N-isopropylaminoacetate herbicides
US4269983A (en)	1981-05-26	3-[5-[1-(2 or 3-Halophenoxy)alkyl, alkynyl, alkenyl, or haloalkyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinones