FI57756C - 5-metylureido-1,3,4-tiadiazol-2-ylsulfonyl-aettiksyraderivat foer anvaendning som ett aktivt aemne i herbicidmedel - Google Patents

5-metylureido-1,3,4-tiadiazol-2-ylsulfonyl-aettiksyraderivat foer anvaendning som ett aktivt aemne i herbicidmedel Download PDF

Info

Publication number: FI57756C
Authority: FI; Finland
Prior art keywords: ylsulfonyl; acetic acid; thiadiazol; acid; methylureido
Prior art date: 1976-01-16

Application number

FI763460A

Other languages

English (en)

Finnish (fi)

Other versions

FI57756B (fi

FI763460A (de

Inventor

Friedrich Arndt

Ludwig Nuesslein

Original Assignee

Schering 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.)

1976-01-16

Filing date

1976-12-01

Publication date

1980-10-10

1976-12-01 Application filed by Schering Ag filed Critical Schering Ag

1977-07-17 Publication of FI763460A publication Critical patent/FI763460A/fi

1980-06-30 Publication of FI57756B publication Critical patent/FI57756B/fi

1980-10-10 Application granted granted Critical

1980-10-10 Publication of FI57756C publication Critical patent/FI57756C/fi

Links

239000004009 herbicide Substances 0.000 title claims description 9
-1 5-METHYLUREIDO-1,3,4-THIADIAZOLE-2-YLSULFONYL Chemical class 0.000 title description 34
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
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 claims description 4
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
239000004480 active ingredient Substances 0.000 claims description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
239000011734 sodium Substances 0.000 claims description 4
229910052708 sodium Inorganic materials 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
QMEMNXZNOAHOLR-UHFFFAOYSA-N 2-[[5-(methylcarbamoylamino)-1,3,4-thiadiazol-2-yl]sulfonyl]acetic acid Chemical class CNC(=O)NC1=NN=C(S(=O)(=O)CC(O)=O)S1 QMEMNXZNOAHOLR-UHFFFAOYSA-N 0.000 claims 1
150000001875 compounds Chemical class 0.000 description 21
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
239000000126 substance Substances 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
229960000583 acetic acid Drugs 0.000 description 9
230000000694 effects Effects 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
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239000013543 active substance Substances 0.000 description 8
239000002253 acid Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
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UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000000969 carrier Substances 0.000 description 4
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
239000007800 oxidant agent Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
244000062793 Sorghum vulgare Species 0.000 description 3
235000011054 acetic acid Nutrition 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
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RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
230000002363 herbicidal effect Effects 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
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238000000034 method Methods 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
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CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
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WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
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150000007513 acids Chemical class 0.000 description 2
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150000001408 amides Chemical class 0.000 description 2
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238000006243 chemical reaction Methods 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
125000004494 ethyl ester group Chemical group 0.000 description 2
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XVARCVCWNFACQC-RKQHYHRCSA-N indican Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CNC2=CC=CC=C12 XVARCVCWNFACQC-RKQHYHRCSA-N 0.000 description 2
150000007529 inorganic bases Chemical class 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 2
239000011707 mineral Substances 0.000 description 2
235000010755 mineral Nutrition 0.000 description 2
239000000203 mixture Substances 0.000 description 2
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239000000575 pesticide Substances 0.000 description 2
239000012286 potassium permanganate Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
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VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
239000008096 xylene Substances 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
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USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
235000017060 Arachis glabrata Nutrition 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
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VUCOZPYPBPBYEJ-UHFFFAOYSA-N CNC(=O)N(C)N1C(SC=N1)S(=O)(=O)CC(=O)OC Chemical compound CNC(=O)N(C)N1C(SC=N1)S(=O)(=O)CC(=O)OC VUCOZPYPBPBYEJ-UHFFFAOYSA-N 0.000 description 1
CUIGQZNQWROXTH-UHFFFAOYSA-N CNC(=O)NC1=CN=C(N1)S(=O)(=O)CC(=O)O Chemical class CNC(=O)NC1=CN=C(N1)S(=O)(=O)CC(=O)O CUIGQZNQWROXTH-UHFFFAOYSA-N 0.000 description 1
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241001303487 Digitaria <clam> Species 0.000 description 1
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NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
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YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
229960000278 theophylline Drugs 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
210000000689 upper leg Anatomy 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Plural Heterocyclic Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

FI763460A 1976-01-16 1976-12-01 5-metylureido-1,3,4-tiadiazol-2-ylsulfonyl-aettiksyraderivat foer anvaendning som ett aktivt aemne i herbicidmedel FI57756C (fi)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19762601988 DE2601988A1 (de)	1976-01-16	1976-01-16	5-alkylureido-1,3,4-thiadiazol-2- yl-sulfonyl-essigsaeure-derivate, verfahren zur herstellung dieser verbindungen sowie diese enthaltende herbizide mittel
DE2601988		1976-01-16

Publications (3)

Publication Number	Publication Date
FI763460A FI763460A (de)	1977-07-17
FI57756B FI57756B (fi)	1980-06-30
FI57756C true FI57756C (fi)	1980-10-10

Family

ID=5967828

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI763460A FI57756C (fi)	1976-01-16	1976-12-01	5-metylureido-1,3,4-tiadiazol-2-ylsulfonyl-aettiksyraderivat foer anvaendning som ett aktivt aemne i herbicidmedel

Country Status (33)

Country	Link
US (1)	US4073793A (de)
JP (1)	JPS5289674A (de)
AR (1)	AR217635A1 (de)
AT (1)	AT349829B (de)
AU (1)	AU510737B2 (de)
BE (1)	BE850395A (de)
BG (1)	BG27519A3 (de)
BR (1)	BR7700107A (de)
CA (1)	CA1078849A (de)
CS (1)	CS192473B2 (de)
DD (1)	DD128402A5 (de)
DE (1)	DE2601988A1 (de)
DK (1)	DK563376A (de)
EG (1)	EG12373A (de)
ES (1)	ES455043A1 (de)
FI (1)	FI57756C (de)
GB (1)	GB1573812A (de)
GR (1)	GR63151B (de)
IE (1)	IE44335B1 (de)
IL (1)	IL50983A (de)
IN (1)	IN145510B (de)
IT (1)	IT1078755B (de)
LU (1)	LU76576A1 (de)
NL (1)	NL7613442A (de)
NZ (1)	NZ183027A (de)
PH (1)	PH11813A (de)
PL (1)	PL101701B1 (de)
PT (1)	PT65900B (de)
RO (1)	RO72834A (de)
SE (1)	SE7700320L (de)
SU (2)	SU645575A3 (de)
TR (1)	TR19326A (de)
ZA (1)	ZA77200B (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4273574A (en) *	1980-08-14	1981-06-16	Gulf Oil Corporation	2-[3-(4-Chlorophenoxy)propylthio]-5-(1,3,3-trimethylureido)-1,3,4-thiadiazole and use as a post-emergent herbicide
US4576629A (en) *	1984-03-15	1986-03-18	Union Carbide Corporation	Herbicidal thiadiazole ureas
DE3723683A1 (de) *	1987-07-17	1989-01-26	Bayerische Motoren Werke Ag	Federspeicherbremszylinder mit einer notloeseeinrichtung

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1817949U (de)	1958-11-12	1960-09-08	John Deerflanz Ag	Dreschmaschine, insbesondere maehdrescher.
DE1816567A1 (de) *	1968-12-23	1970-07-02	Bayer Ag	N-Acylderivate von 5-Amino-1,3,4-thiadiazolen und Verfahren zu ihrer Herstellung
US3773780A (en) *	1971-03-10	1973-11-20	Bayer Ag	1-(1,3,4-thiadiazol-2-yl)-imidazolidinone-(2)compounds

1976
- 1976-01-16 DE DE19762601988 patent/DE2601988A1/de not_active Withdrawn
- 1976-11-24 IL IL50983A patent/IL50983A/xx unknown
- 1976-11-29 PT PT65900A patent/PT65900B/de unknown
- 1976-12-01 FI FI763460A patent/FI57756C/fi not_active IP Right Cessation
- 1976-12-02 NL NL7613442A patent/NL7613442A/xx not_active Application Discontinuation
- 1976-12-10 IN IN2183/CAL/76A patent/IN145510B/en unknown
- 1976-12-15 DK DK563376A patent/DK563376A/da unknown
- 1976-12-21 RO RO7688801A patent/RO72834A/ro unknown
- 1976-12-29 BG BG7635050A patent/BG27519A3/xx unknown
- 1976-12-29 AT AT975876A patent/AT349829B/de not_active IP Right Cessation
1977
- 1977-01-07 NZ NZ183027A patent/NZ183027A/xx unknown
- 1977-01-10 GB GB708/77A patent/GB1573812A/en not_active Expired
- 1977-01-10 SU SU772436753A patent/SU645575A3/ru active
- 1977-01-10 BR BR7700107A patent/BR7700107A/pt unknown
- 1977-01-11 TR TR19326A patent/TR19326A/xx unknown
- 1977-01-13 SE SE7700320A patent/SE7700320L/xx unknown
- 1977-01-14 BE BE174092A patent/BE850395A/xx unknown
- 1977-01-14 SU SU772439555A patent/SU607529A3/ru active
- 1977-01-14 IE IE65/77A patent/IE44335B1/en unknown
- 1977-01-14 LU LU76576A patent/LU76576A1/xx unknown
- 1977-01-14 US US05/759,558 patent/US4073793A/en not_active Expired - Lifetime
- 1977-01-14 IT IT19309/77A patent/IT1078755B/it active
- 1977-01-14 PH PH19349A patent/PH11813A/en unknown
- 1977-01-14 AR AR266204A patent/AR217635A1/es active
- 1977-01-14 ZA ZA00770200A patent/ZA77200B/xx unknown
- 1977-01-14 DD DD7700196934A patent/DD128402A5/de unknown
- 1977-01-14 CA CA269,724A patent/CA1078849A/en not_active Expired
- 1977-01-14 PL PL1977195315A patent/PL101701B1/pl unknown
- 1977-01-14 ES ES455043A patent/ES455043A1/es not_active Expired
- 1977-01-15 GR GR52583A patent/GR63151B/el unknown
- 1977-01-15 EG EG26/77A patent/EG12373A/xx active
- 1977-01-17 JP JP386277A patent/JPS5289674A/ja active Pending
- 1977-01-17 AU AU21381/77A patent/AU510737B2/en not_active Expired
- 1977-01-17 CS CS77281A patent/CS192473B2/cs unknown

Also Published As

Publication number	Publication date
DD128402A5 (de)	1977-11-16
RO72834B (ro)	1983-07-30
RO72834A (ro)	1983-08-03
SU607529A3 (ru)	1978-05-15
IE44335B1 (en)	1981-10-21
EG12373A (en)	1979-03-31
FI57756B (fi)	1980-06-30
BR7700107A (pt)	1977-09-06
PH11813A (en)	1978-07-14
SU645575A3 (ru)	1979-01-30
ES455043A1 (es)	1977-12-16
AR217635A1 (es)	1980-04-15
NZ183027A (en)	1978-12-18
CA1078849A (en)	1980-06-03
BE850395A (fr)	1977-07-14
TR19326A (tr)	1978-11-28
AU2138177A (en)	1978-07-27
LU76576A1 (de)	1977-06-20
IT1078755B (it)	1985-05-08
DE2601988A1 (de)	1977-07-21
DK563376A (da)	1977-07-17
ATA975876A (de)	1978-09-15
IL50983A (en)	1981-01-30
PT65900A (de)	1976-12-01
BG27519A3 (en)	1979-11-12
GB1573812A (en)	1980-08-28
JPS5289674A (en)	1977-07-27
SE7700320L (sv)	1977-07-17
NL7613442A (nl)	1977-07-19
AT349829B (de)	1979-04-25
IE44335L (en)	1977-07-16
CS192473B2 (en)	1979-08-31
GR63151B (en)	1979-09-25
PT65900B (de)	1978-05-18
IL50983A0 (en)	1977-01-31
ZA77200B (en)	1978-04-26
PL101701B1 (pl)	1979-01-31
AU510737B2 (en)	1980-07-10
IN145510B (de)	1978-10-28
US4073793A (en)	1978-02-14
FI763460A (de)	1977-07-17

Legal Events

Date	Code	Title	Description
2004-08-31	MM	Patent lapsed	Owner name: SCHERING AKTIENGESELLSCHAFT

Publication	Publication Date	Title
BR0013251B1 (pt)	2010-11-30	derivado de isoxazolina e herbicida que contém o mesmo como ingrediente ativo.
CS213387B2 (en)	1982-04-09	Herbicide means and method of making the active substances
US4559079A (en)	1985-12-17	Substituted phenylsulfonyl guanidine herbicides and intermeditates therefor
FI57756C (fi)	1980-10-10	5-metylureido-1,3,4-tiadiazol-2-ylsulfonyl-aettiksyraderivat foer anvaendning som ett aktivt aemne i herbicidmedel
JPH0680653A (ja)	1994-03-22	スルホニル化カルボキサミド類
KR20010083945A (ko)	2001-09-03	이소티아졸카복실산 유도체
RU2041628C1 (ru)	1995-08-20	Гербицидное средство с синергитическим действием и способ борьбы с нежелательной растительностью в полезных растительных культурах
HU217557B (hu)	2000-02-28	N-[(1,3,5-triazin-2-il)-amino-karbonil]-benzolszulfonamid-származékok, előállításuk, ezeket tartalmazó herbicid készítmények és gyomirtási eljárás
US5631206A (en)	1997-05-20	Herbicidal heteroaryl substituted anilides
KR100297332B1 (ko)	2001-10-24	해충구제제로서의피리딜-1,2,4-티아디아졸
US4747865A (en)	1988-05-31	Substituted phenoxyalkanecarboxylic acid esters
GB1583274A (en)	1981-01-21	Herbicidally active benzodioxole derivatives process for their manufacture and their use
US4409018A (en)	1983-10-11	Hexahydroisoindol derivatives, and their production and use
JPS6256864B2 (de)	1987-11-27
PL127385B2 (en)	1983-10-31	Microbes killing agent
JPH02178277A (ja)	1990-07-11	２，５―二置換１，３，４―チアジアゾール誘導体、それらの製造方法、及び有害生物防除剤におけるそれらの使用
HUT65081A (en)	1994-04-28	Substituted salycilamide-derivates, fungicidal compositions containing them and method for their preparation and for their use against plant-dieses
RU2167853C2 (ru)	2001-05-27	Амиды алкоксиминоуксусной кислоты, фунгицидное средство на их основе и способ борьбы с грибковыми заболеваниями растений
FI57755C (fi)	1980-10-10	(5-metylureido-1,3,4-tiadiazol-2-yltio)-aettiksyra-tert -butylestrar foer anvaendning som herbicider
US4239524A (en)	1980-12-16	Thiadiazolyl ureas with herbicidal effect
GB1572459A (en)	1980-07-30	Herbicidally active urea derivatives process for their manufacture and their use
CS228914B2 (en)	1984-05-14	Herbicide and method of preparing active substances thereof
CA1125301A (en)	1982-06-08	Herbicidally active n-(2-propynyl)-carbanilic acid (3-aliphatic hydrocarbon-oxy- or - thio- carbonylaminophenyl) esters and their manufacture and use
US4169718A (en)	1979-10-02	2-(Dimethylcarbamoylimino)-1,3,4-thiadiazolin-3-carboxylic acid esters and herbicides containing the same
PL81808B1 (de)	1975-08-30