RU97103997A - 5-HYDROXYPYRAZOLE-4-ILKARBONYL SUBSTITUTED Sakharin derivatives, possessing a herbicidal action - Google Patents

5-HYDROXYPYRAZOLE-4-ILKARBONYL SUBSTITUTED Sakharin derivatives, possessing a herbicidal action

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Publication number
RU97103997A
RU97103997A RU97103997/04A RU97103997A RU97103997A RU 97103997 A RU97103997 A RU 97103997A RU 97103997/04 A RU97103997/04 A RU 97103997/04A RU 97103997 A RU97103997 A RU 97103997A RU 97103997 A RU97103997 A RU 97103997A
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RU
Russia
Prior art keywords
formula
alkyl
denotes
derivatives
saccharin
Prior art date
Application number
RU97103997/04A
Other languages
Russian (ru)
Other versions
RU2159244C2 (en
Inventor
Плат Петер
Фон Дейн Вольфганг
Энгель Стефан
Кардорфф Уве
Кениг Хартманн
Ранг Харальд
Гербер Маттиас
Вальтер Хельмут
Вестфален Карл-Отто
Original Assignee
Басф Акциенгезельшафт
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
Priority claimed from DE4427997A external-priority patent/DE4427997A1/en
Application filed by Басф Акциенгезельшафт filed Critical Басф Акциенгезельшафт
Publication of RU97103997A publication Critical patent/RU97103997A/en
Application granted granted Critical
Publication of RU2159244C2 publication Critical patent/RU2159244C2/en

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Claims (6)

1. 5-гидроксипиразол-4-илкарбонилзамещенные производные сахарина формулы I
Figure 00000001

в которой заместители имеют следующее значение:
L, M обозначают водород, C1-C4алкил, C1-C4алкокси, C1-C4алкилтио, хлор, циано, метилсульфонил, нитро или трифторметил;
Z обозначает водород, C1-C4алкил, C3-C8циклоалкил, C3-C6алкенил, C3-C5алкинил, C1-C4ацил, бензил или фенил, причем фенильные кольца соответственно могут быть при необходимости замещены галогеном или C1-C4алкилом;
Q обозначает радикал CO-J;
J обозначает связанное в положении 4 5-гидроксипиразольное кольцо формулы II
Figure 00000002

в которой R1 обозначает C1-C4алкил;
R2 обозначает водород или метил, а также обычно применяемых в сельском хозяйстве соли соединений I.1. 5-hydroxypyrazol-4-ylcarbonyl-substituted saccharin derivatives of the formula I
Figure 00000001

in which the substituents have the following meaning:
L, M denote hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, chloro, cyano, methylsulfonyl, nitro or trifluoromethyl;
Z is hydrogen, C 1 -C 4 alkyl, C 3 -C 8 cycloalkyl, C 3 -C 6 alkenyl, C 3 -C 5 alkynyl, C 1 -C 4 acyl, benzyl or phenyl, and the phenyl rings can be respectively optionally substituted with halogen or C 1 -C 4 alkyl;
Q denotes the radical CO-J;
J denotes a 4-linked hydroxypyrazole ring of the formula II
Figure 00000002

in which R 1 denotes C 1 -C 4 alkyl;
R 2 denotes hydrogen or methyl, and also the salts of compounds I, which are commonly used in agriculture. 2. Производные сахарина формулы I по п.1, в которой радикалы L, соответственно М обозначают водород, C1-C4алкил или хлор.2. Derivatives of a saccharin of formula I according to claim 1, in which the radicals L, respectively, M represent hydrogen, C 1 -C 4 alkyl or chlorine. 3. Производные сахарина формулы I по пп.1 и 2, в которой радикалы L, соответственно М обозначают водород, метил, метокси, метилтио, хлор, циано, метилсульфонил, нитро или трифторметил. 3. Derivatives of saccharin of formula I according to claims 1 and 2, in which the radicals L, respectively, M represent hydrogen, methyl, methoxy, methylthio, chlorine, cyano, methylsulfonyl, nitro or trifluoromethyl. 4. Гербицидное средство, содержащее по меньшей мере одно производное сахарина формулы I по п.1 и обычные инертные добавки. 4. Herbicidal agent containing at least one saccharin derivative of the formula I according to claim 1 and conventional inert additives. 5. Способ борьбы с нежелательной растительностью, отличающийся тем, что гербицидно эффективным количеством производного сахарина формулы I по п.1 обрабатывают растения или место их произрастания. 5. The method of combating unwanted vegetation, characterized in that the herbicidally effective amount of a saccharin derivative of the formula I according to claim 1, treats the plants or the place of their growth. 6. Способ получения соединений формулы I по п.1, отличающийся тем, что 5-гидроксипиразолы формулы II
Figure 00000003

в которой R1 обозначает C1-C4алкил;
R2 обозначает водород или метил,
ацилируют хлорангидридом кислоты формулы IV
Figure 00000004

причем L, M и Z имеют указанное в п.1 значение,
и продукт ацилирования перегруппировывают в присутствии катализатора с получением соединений формулы I.6. The method of producing compounds of formula I according to claim 1, characterized in that the 5-hydroxypyrazoles of formula II
Figure 00000003

in which R 1 denotes C 1 -C 4 alkyl;
R 2 denotes hydrogen or methyl,
Acylated with acid chloride of formula IV
Figure 00000004

moreover, L, M and Z are specified in paragraph 1,
and the acylation product is rearranged in the presence of a catalyst to obtain compounds of formula I.
RU97103997/04A 1994-08-08 1995-07-27 5-hydroxyprazol-4-ylcarbonyl-substituted derivatives of saccharin exhibiting herbicide activity, and herbicide agent RU2159244C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4427997A DE4427997A1 (en) 1994-08-08 1994-08-08 5-hydroxypyrazol-4-yl carbonyl substituted saccharin derivatives
DEP4427997.3 1994-08-08

Publications (2)

Publication Number Publication Date
RU97103997A true RU97103997A (en) 1999-04-27
RU2159244C2 RU2159244C2 (en) 2000-11-20

Family

ID=6525161

Family Applications (1)

Application Number Title Priority Date Filing Date
RU97103997/04A RU2159244C2 (en) 1994-08-08 1995-07-27 5-hydroxyprazol-4-ylcarbonyl-substituted derivatives of saccharin exhibiting herbicide activity, and herbicide agent

Country Status (12)

Country Link
US (1) US5723415A (en)
EP (1) EP0775136A1 (en)
JP (1) JPH10506618A (en)
CN (1) CN1157616A (en)
AU (1) AU3166695A (en)
BR (1) BR9508553A (en)
CA (1) CA2197118A1 (en)
DE (1) DE4427997A1 (en)
HU (1) HU216284B (en)
RU (1) RU2159244C2 (en)
WO (1) WO1996005197A1 (en)
ZA (1) ZA956577B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0945449B1 (en) * 1998-03-25 2001-05-23 Basf Aktiengesellschaft Process for the preparation of saccharincarboxylic acid halides
JP2002544132A (en) * 1999-05-07 2002-12-24 ビーエーエスエフ アクチェンゲゼルシャフト 4- (3 ', 4'-Heterocyclylbenzoyl) pyrazole as herbicide
AR031786A1 (en) * 2000-12-11 2003-10-01 Basf Ag 5 - ((PIRAZOL-4-IL) CARBONIL) BENZAZOLONAS
CN114133345A (en) * 2020-12-17 2022-03-04 顺毅宜昌化工有限公司 Preparation method of 2-chlorosulfonyl-4-methanesulfonamide methyl benzoate

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4146726A (en) * 1974-03-28 1979-03-27 Sankyo Company Limited Pyrazole sulfonates
US4006007A (en) * 1975-01-02 1977-02-01 Monsanto Company N-(Substituted phenyl) derivatives of saccharin
JPS5716867A (en) * 1980-07-04 1982-01-28 Sankyo Co Ltd Pyrazole derivative and herabicide containing the same as active principle
US4410353A (en) * 1981-07-17 1983-10-18 Rhone-Poulenc Agrochimie Herbicidal N-sulfonyl 5-[substituted phenoxy]-2-substituted benzamides
DE3607343A1 (en) * 1985-03-19 1986-09-25 Dr. Karl Thomae Gmbh, 88400 Biberach Process for the preparation of 4-hydroxy-1,2-benzoisothiazol-3(2H)one 1,1-dioxide and salts thereof
EP0323869A1 (en) * 1988-01-06 1989-07-12 Shell Internationale Researchmaatschappij B.V. Saccharin derivatives
US5306818A (en) * 1990-11-01 1994-04-26 Sterling Winthrop Inc. Tetrahydro 2-saccharinylmerthyl aryl carboxylates

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