SU638236A3 - Fungicide - Google Patents

Fungicide

Info

Publication number
SU638236A3
SU638236A3 SU762322551A SU2322551A SU638236A3 SU 638236 A3 SU638236 A3 SU 638236A3 SU 762322551 A SU762322551 A SU 762322551A SU 2322551 A SU2322551 A SU 2322551A SU 638236 A3 SU638236 A3 SU 638236A3
Authority
SU
USSR - Soviet Union
Prior art keywords
fungicide
minimum
mkg1ml
kantan
oxadiazole
Prior art date
Application number
SU762322551A
Other languages
Russian (ru)
Inventor
Сереш Ене
Пфлигель Тодор
Ясай Жужа
Радваньи Эржебет
Ференци Лайош
Original Assignee
Хиноин Дьедьсер Еш Ведьесети Термекек Дьяра Р.Т.(Инопредприятие)
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.)
Filing date
Publication date
Application filed by Хиноин Дьедьсер Еш Ведьесети Термекек Дьяра Р.Т.(Инопредприятие) filed Critical Хиноин Дьедьсер Еш Ведьесети Термекек Дьяра Р.Т.(Инопредприятие)
Application granted granted Critical
Publication of SU638236A3 publication Critical patent/SU638236A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/101,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/1131,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical

Description

(54) ФУНГИЦИДНОЕ СРЕДСТВО(54) FUNGICIDE MEANS

Остаток выливают на лед. Выделившеес  вещество отсасывают и промывают водой до нейтральной реакции. Получают 18,5 г (92,2%) 2-(9-ксаитенил) - 5 - фениламино1 ,3,4-оксадиазола. После перекристаллизации из 120-кратного объема абсолютного этанола получают следующие результаты: вес 13,3 г (70,1%); т. пл. 240-242° С.The residue is poured onto ice. The material that is released is sucked off and washed with water until neutral. 18.5 g (92.2%) of 2- (9-xaitenyl) -5-phenylamino1, 3,4-oxadiazole are obtained. After recrystallization from a 120-fold volume of absolute ethanol, the following results are obtained: weight 13.3 g (70.1%); m.p. 240-242 ° C.

Вычислено, %: С 73,9; Н 4,4; N 12,32.Calculated,%: C 73.9; H 4.4; N 12.32.

Найдено, %: С 74,65; Н 4,42; N 12,20.Found,%: C 74.65; H 4.42; N 12.20.

Пример 2. 20 г (0,058 моль) 1-(флуорен-9-карбонил ) -4-фенилсемикарбазида при перемешиваниц добавл ют к 120 мл охлажденной до 5-8° С хлорокиси фосфора и умеренно нагревают в течение 2 ч. Затем реакн ,ионнзао смесь наполовину упаривают, вылпвают на лед, отфильтровывают и промывают до нейтральной реакции. Получают 18,5 г (97,6%) 2-(9-флуореппл)-5-фениламино-1 ,3,4-оксадиазола с т. пл. 186-195° С. После перекристаллизации из смесп вода- абсолютный этанол в соотношении 1 : 1 получают продукт. Вес 15,5 г (81,8%); т. пл. 188-19ГС.Example 2. 20 g (0.058 mol) of 1- (fluorene-9-carbonyl) -4-phenylsemicarbazide are added with stirring to 120 ml of phosphorus oxychloride cooled to 5–8 ° C and heated moderately for 2 hours. the mixture is half evaporated, poured onto ice, filtered and washed until neutral. 18.5 g (97.6%) of 2- (9-fluoreapple) -5-phenylamino-1, 3,4-oxadiazole are obtained with m.p. 186-195 ° C. After recrystallization from a sample of water - absolute ethanol in a ratio of 1: 1, a product is obtained. Weight 15.5 g (81.8%); m.p. 188-19GS.

Вычислено, %: С 77,54; Н 4,62; N 12,92.Calculated,%: C 77.54; H 4.62; N 12.92.

Найдено, %: С 76,88; Н 4,68; N 12,83.Found,%: C 76.88; H 4.68; N 12.83.

Пример 3 (биологический). В горохсодержащую питательную среду инокулпруют мицелий Phytophtora infestans de Вагу, который культивирзют в течение 7 дней. После инокулировапп  осуществл ют инкубацию в течение 3 дней при 18-20° С, затем определ ют ту минимальную концентрацию, котора  еще вызывает полное иигибирование роста грибов.Example 3 (biological). The pea-containing nutrient medium is inoculated with the mycelium of Phytophtora infestans de Vagu, which is cultivated for 7 days. After inoculation, incubation is carried out for 3 days at 18–20 ° C, then the minimum concentration that still causes complete inhibition of fungal growth is determined.

Опыты провод т при значени х рН от 5,5 до 7.Experiments are performed at pH values between 5.5 and 7.

Минимальные тормоз щие копцентрации соединений общей формулы I, указаны в табл. I.The minimum inhibitory concentrations of compounds of general formula I are listed in Table. I.

Т а о л II ц а 1T a o l II c 1

Минимальна  тормооединеш .е, з ща  копцентрацп , № мкг1млMinimum brake connection. E, zshcha kopcentsentp, № mkg1ml

ОABOUT

12,5 12.5

Валентна  2.5.0 св зьValentine 2.5.0 connection

В качестве средств дл  сравнени  используют кантан и дитаи. Результаты приведены в табл. 2.Kantan and Ditai are used as means of comparison. The results are shown in Table. 2

Таблица 2table 2

Минимальна Minimal

тормоз ща schA brake

концентраци ,concentration

мкг1млmkg1ml

N-ТрихлорметилмеркаНТО-N-Trichloromethylmercine

-1,2,3,6-тетрагндрофтал;пгид| рн 5,5-1,2,3,6-tetragndrofoft; pgid | pH 5.5

(кантан); 50(Kantan); 50

.Марганец-цннк- этиленбнс-:.Marganese-tsnk-ethylenbns-:

Д11тнокарба.ат (днтан)| 12D11tnokarba.at (dtan) | 12

Таким образом, предложенное средство обладает высокой фупгицидной активностью .Thus, the proposed remedy has a high fupgitsidnoe activity.

Claims (2)

1.Мельников Н. Н. «Хими  и технологи  пестицидов, М., «Хими , с. 407, с. 350, 1974.1.Melnikov N.N. “Chemistry and pesticide technologists, M.,“ Chemistry, p. 407, p. 350, 1974. 2.Патент Великобритании N° 1081763, кл. А 5 Е, онублик. 1967.2. The patent of Great Britain N ° 1081763, cl. And 5 E, onublik. 1967.
SU762322551A 1975-02-13 1976-02-13 Fungicide SU638236A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU75CI00001544A HU171563B (en) 1975-02-13 1975-02-13 Fungicide composition containing 2,5-substituted 1,3,4-oxa-diasoles, and process for producing them

Publications (1)

Publication Number Publication Date
SU638236A3 true SU638236A3 (en) 1978-12-15

Family

ID=10994552

Family Applications (1)

Application Number Title Priority Date Filing Date
SU762322551A SU638236A3 (en) 1975-02-13 1976-02-13 Fungicide

Country Status (17)

Country Link
JP (1) JPS51105068A (en)
AT (1) AT346645B (en)
BE (1) BE838577A (en)
CA (1) CA1068712A (en)
CS (1) CS194949B1 (en)
DD (1) DD124045A1 (en)
DK (1) DK56776A (en)
ES (1) ES445141A1 (en)
FI (1) FI760343A (en)
FR (1) FR2300504A1 (en)
GB (1) GB1518044A (en)
HU (1) HU171563B (en)
IL (1) IL48967A (en)
NO (1) NO760451L (en)
PL (1) PL99166B1 (en)
SE (1) SE7601450L (en)
SU (1) SU638236A3 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113979964A (en) * 2021-11-29 2022-01-28 贵州大学 Preparation and application of phenylalanine derivatives containing 1,3, 4-oxadiazole thioether

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1452710A (en) * 1964-07-21 1966-04-15 Basf Ag Oxdiazoles-1-3-4 and process for their production
DE1670702A1 (en) * 1966-05-25 1970-11-12 Bayer Ag Process for the preparation of aminooxadiazoles

Also Published As

Publication number Publication date
AT346645B (en) 1978-11-27
CA1068712A (en) 1979-12-25
ATA82376A (en) 1978-03-15
GB1518044A (en) 1978-07-19
IL48967A (en) 1978-08-31
HU171563B (en) 1978-02-28
NO760451L (en) 1976-08-16
FR2300504B1 (en) 1980-02-29
ES445141A1 (en) 1977-08-16
CS194949B1 (en) 1979-12-31
DD124045A1 (en) 1977-02-02
IL48967A0 (en) 1976-04-30
FI760343A (en) 1976-08-14
SE7601450L (en) 1976-08-14
FR2300504A1 (en) 1976-09-10
PL99166B1 (en) 1978-06-30
DK56776A (en) 1976-08-14
JPS51105068A (en) 1976-09-17
BE838577A (en) 1976-05-28

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