CS227340B2 - Fungicide and method of preparing active substance thereof - Google Patents

Fungicide and method of preparing active substance thereof Download PDF

Info

Publication number: CS227340B2
Authority: CS; Czechoslovakia
Prior art keywords: compound; mixture; dimethyl; parts; align
Prior art date: 1980-12-15

Application number

CS934581A

Other languages

Czech (cs)

English (en)

Inventor

Yuji Funaki

Yukio Yoneyoshi

Yukio Ishiguri

Kazao Izumi

Original Assignee

Sumitomo Chemical Co

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.)

1980-12-15

Filing date

1981-12-15

Publication date

1984-04-16

1981-12-15 Application filed by Sumitomo Chemical Co filed Critical Sumitomo Chemical Co

1984-04-16 Publication of CS227340B2 publication Critical patent/CS227340B2/cs

Links

230000000855 fungicidal effect Effects 0.000 title claims abstract description 12
238000000034 method Methods 0.000 title claims abstract description 9
239000013543 active substance Substances 0.000 title claims description 7
239000000417 fungicide Substances 0.000 title abstract description 10
150000001875 compounds Chemical class 0.000 claims abstract description 96
-1 triazolyl alcohol derivative Chemical class 0.000 claims abstract description 59
230000003287 optical effect Effects 0.000 claims abstract description 10
229910052801 chlorine Inorganic materials 0.000 claims abstract description 9
229910052799 carbon Inorganic materials 0.000 claims abstract description 8
239000003638 chemical reducing agent Substances 0.000 claims abstract description 8
230000008569 process Effects 0.000 claims abstract description 6
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 4
239000000203 mixture Substances 0.000 claims description 75
230000002829 reductive effect Effects 0.000 claims description 16
238000002360 preparation method Methods 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims 1
241000196324 Embryophyta Species 0.000 abstract description 42
230000009467 reduction Effects 0.000 abstract description 19
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 16
239000002904 solvent Substances 0.000 abstract description 15
229910052739 hydrogen Inorganic materials 0.000 abstract description 11
239000012280 lithium aluminium hydride Substances 0.000 abstract description 10
229910010084 LiAlH4 Inorganic materials 0.000 abstract description 6
206010039509 Scab Diseases 0.000 abstract description 5
241000221785 Erysiphales Species 0.000 abstract description 3
231100000674 Phytotoxicity Toxicity 0.000 abstract description 3
235000013399 edible fruits Nutrition 0.000 abstract description 3
241000251468 Actinopterygii Species 0.000 abstract description 2
150000002641 lithium Chemical class 0.000 abstract description 2
241001617088 Thanatephorus sasakii Species 0.000 abstract 1
150000004678 hydrides Chemical class 0.000 abstract 1
239000000463 material Substances 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 68
239000000243 solution Substances 0.000 description 55
238000012360 testing method Methods 0.000 description 45
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 33
239000004009 herbicide Substances 0.000 description 25
230000000694 effects Effects 0.000 description 24
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 22
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WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 18
201000010099 disease Diseases 0.000 description 18
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 18
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 17
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
239000004480 active ingredient Substances 0.000 description 15
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 14
239000002689 soil Substances 0.000 description 14
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 14
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230000002363 herbicidal effect Effects 0.000 description 7
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NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 6
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HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
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OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 6
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JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 6
239000011575 calcium Substances 0.000 description 6
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238000006243 chemical reaction Methods 0.000 description 6
239000000460 chlorine Chemical group 0.000 description 6
238000001816 cooling Methods 0.000 description 6
239000004495 emulsifiable concentrate Substances 0.000 description 6
150000002148 esters Chemical class 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
235000009566 rice Nutrition 0.000 description 6
150000003839 salts Chemical class 0.000 description 6
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JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 5
239000012043 crude product Substances 0.000 description 5
238000000354 decomposition reaction Methods 0.000 description 5
238000010410 dusting Methods 0.000 description 5
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
239000000126 substance Substances 0.000 description 5
239000004563 wettable powder Substances 0.000 description 5
244000105624 Arachis hypogaea Species 0.000 description 4
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
239000005909 Kieselgur Substances 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
239000002270 dispersing agent Substances 0.000 description 4
239000000428 dust Substances 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
238000009472 formulation Methods 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
229920005610 lignin Polymers 0.000 description 4
238000002844 melting Methods 0.000 description 4
230000008018 melting Effects 0.000 description 4
235000020232 peanut Nutrition 0.000 description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
239000005648 plant growth regulator Substances 0.000 description 4
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229940075966 (+)- menthol Drugs 0.000 description 3
NOOLISFMXDJSKH-AEJSXWLSSA-N (+)-menthol Chemical compound CC(C)[C@H]1CC[C@H](C)C[C@@H]1O NOOLISFMXDJSKH-AEJSXWLSSA-N 0.000 description 3
FBOUIAKEJMZPQG-AWNIVKPZSA-N (1E)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ol Chemical compound C1=NC=NN1/C(C(O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1Cl FBOUIAKEJMZPQG-AWNIVKPZSA-N 0.000 description 3
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
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239000005977 Ethylene Substances 0.000 description 3
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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 3
241000220225 Malus Species 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
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239000008272 agar Substances 0.000 description 3
238000004378 air conditioning Methods 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
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NRINZBKAERVHFW-UHFFFAOYSA-L zinc;dicarbamate Chemical compound [Zn+2].NC([O-])=O.NC([O-])=O NRINZBKAERVHFW-UHFFFAOYSA-L 0.000 description 3
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DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 description 1
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LABDDSVDEIPQAY-UHFFFAOYSA-N ethyl n-(phenylcarbamothioyl)carbamate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1 LABDDSVDEIPQAY-UHFFFAOYSA-N 0.000 description 1
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239000010410 layer Substances 0.000 description 1
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230000017074 necrotic cell death Effects 0.000 description 1
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239000002420 orchard Substances 0.000 description 1
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239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
229910000162 sodium phosphate Inorganic materials 0.000 description 1
238000009331 sowing Methods 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
235000013599 spices Nutrition 0.000 description 1
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239000005720 sucrose Substances 0.000 description 1
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125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000010998 test method Methods 0.000 description 1
230000001256 tonic effect Effects 0.000 description 1
229940055764 triaz Drugs 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
UOCLRXFKRLRMKV-UHFFFAOYSA-N trolnitrate phosphate Chemical compound OP(O)(O)=O.OP(O)(O)=O.[O-][N+](=O)OCCN(CCO[N+]([O-])=O)CCO[N+]([O-])=O UOCLRXFKRLRMKV-UHFFFAOYSA-N 0.000 description 1
244000045561 useful plants Species 0.000 description 1
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Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)

CS934581A 1980-12-15 1981-12-15 Fungicide and method of preparing active substance thereof CS227340B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP17770480A JPH0232249B2 (ja)	1980-12-15	1980-12-15	Kogakukatsuseitoriazoriruarukoorujudotaiojukoseibuntoshiteganjusurusatsukinzai

Publications (1)

Publication Number	Publication Date
CS227340B2 true CS227340B2 (en)	1984-04-16

Family

ID=16035638

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS934581A CS227340B2 (en)	1980-12-15	1981-12-15	Fungicide and method of preparing active substance thereof

Country Status (5)

Country	Link
JP (1)	JPH0232249B2 (pl)
CS (1)	CS227340B2 (pl)
PL (1)	PL131473B1 (pl)
RU (2)	RU2002417C1 (pl)
ZA (1)	ZA818356B (pl)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS59184168A (ja) *	1983-04-04	1984-10-19	Sumitomo Chem Co Ltd	光学活性アルコ−ル誘導体の製造法
JPS59166527U (ja) *	1983-04-20	1984-11-08	松下電器産業株式会社	Ｓｓｂ送信機
WO1985004401A1 (fr) *	1984-04-03	1985-10-10	Sumitomo Chemical Company, Limited	PROCEDE DE PREPARATION D'ALCOOL alpha, beta-INSATURE OPTIQUEMENT ACTIF
JPS6118790A (ja) *	1984-07-05	1986-01-27	Sumitomo Chem Co Ltd	光学活性ボラン錯体およびその製造法
DE3440112A1 (de) *	1984-11-02	1986-05-07	Bayer Ag, 5090 Leverkusen	Verfahren zur herstellung optisch aktiver azolylcarbinol-derivate
DE3515869A1 (de) *	1985-05-03	1986-11-13	Bayer Ag, 5090 Leverkusen	Verfahren zur herstellung optisch aktiver azolderivate

1980
- 1980-12-15 JP JP17770480A patent/JPH0232249B2/ja not_active Expired - Lifetime
1981
- 1981-12-09 ZA ZA818356A patent/ZA818356B/xx unknown
- 1981-12-14 PL PL23423781A patent/PL131473B1/pl unknown
- 1981-12-15 CS CS934581A patent/CS227340B2/cs unknown
1987
- 1987-07-15 RU SU4203512 patent/RU2002417C1/ru active
1992
- 1992-04-10 RU SU5011383 patent/RU2051910C1/ru active

Also Published As

Publication number	Publication date
JPH0232249B2 (ja)	1990-07-19
PL234237A1 (en)	1983-08-01
PL131473B1 (en)	1984-11-30
JPS5799575A (en)	1982-06-21
ZA818356B (en)	1982-10-27
RU2051910C1 (ru)	1996-01-10
RU2002417C1 (ru)	1993-11-15

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JPS6141485B2 (pl)	1986-09-16
JPS6256878B2 (pl)	1987-11-27
RU2051911C1 (ru)	1996-01-10	(+)-оптически активное производное триазолилового спирта
CS227340B2 (en)	1984-04-16	Fungicide and method of preparing active substance thereof
KR20020029121A (ko)	2002-04-17	살충제로서의 테트라하이드로피리딘
JPS62286973A (ja)	1987-12-12	アミノピリミジン誘導体を基礎とした害虫防除剤ならびに新規なアミノピリミジン化合物、その製造方法およびそれを含有する殺菌剤
CS214672B2 (en)	1982-05-28	Means for regulation of the plant growth and insecticide means and method of making the active substances
JPS6361943B2 (pl)	1988-11-30
JP2832482B2 (ja)	1998-12-09	殺虫殺菌剤組成物
JPS58947A (ja)	1983-01-06	Ｎ−（１−アルケニル）−クロロアセトアニリド、その製法及び除草剤と植物生長調節剤としての使用
JPS61200968A (ja)	1986-09-05	複素環式化合物、その製造方法およびこれを含有する、殺菌または植物生長調整剤組成物
EP0018943A1 (de)	1980-11-12	1-Triazolo-N-(phenyl)-azomethin-Derivate, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Mittel und ihre Verwendung in der Schädlingsbekämpfung
RU2141954C1 (ru)	1999-11-27	1{[α-ЦИКЛОПРОПИЛ-α-(ЗАМЕЩЕННЫЕ ОКСИ)-О-ТОЛИЛ]СУЛЬФАМОИЛ}-3-(4,6-ДИМЕТОКСИ-2-ПИРИМИДИНИЛ) МОЧЕВИНЫ И СПОСОБ ПОДАВЛЕНИЯ НЕЖЕЛАТЕЛЬНЫХ ВИДОВ РАСТЕНИЙ
EP0019581A1 (de)	1980-11-26	1-Imidazolo-N-(phenyl)-azomethin-Derivate, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Mittel und ihre Verwendung zur Bekämpfung von Schädlingen
US4302451A (en)	1981-11-24	Pesticidal phosphorus sulfenamides
DE2362333A1 (de)	1974-06-20	Phosphororganische herbizide
SI8112922A8 (sl)	1997-12-31	Postopek za proizvodnjo derivatov triazolil alkohola
KR830000743B1 (ko)	1983-04-08	치환페닐 요소의 제조법
KR860000824B1 (ko)	1986-07-02	제초제 조성물
EP0427168B1 (en)	1996-03-13	Optical isomer of triazolylpentenols, and their production and use as fungicide, herbicide and/or plant growth regulant
JPS61289072A (ja)	1986-12-19	アニリン誘導体、その製造法およびそれを有効成分とする農園芸用殺菌剤