Abstract: 1,3,4-Thiazole derivatives of the formula ##STR1## wherein R.sub.26 ' denotes a C.sub.1 -C.sub.8 -alkyl radical which is optionally substituted by hydroxyl, halogen, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, a C.sub.2 -C.sub.4 -alkenyl radical, a cyclohexyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl, a phenyl, benzyl or phenylethyl radical which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, a C.sub.1 -C.sub.2 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminocarbonyl, aminocarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminosulphonyl, 2-thienyl, 2-furyl, 2-tetrahydrofuryl, amino, C.sub.1 -C.sub.4 -alkylamino or di-(C.sub.1 -C.sub.4 -alkyl)-amino radical or a phenylamino or benzylamino radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and R.sub.27 ' denotes a C.sub.1 -C.sub.
Abstract: The invention concerns a new process for the preparation of biologically active 2-[(alkoxycarbonyl)amino]-5-(alkylthio)-1H-benzimidazoles of the formula (V) ##STR1## wherein R and R.sup.1 independently stand for alkyl having 1 to 3 carbon atoms.According to the invention compounds of the formula (V) are prepared by reacting carbamic acid alkyl esters of the formula (I) ##STR2## wherein R is as defined above, with (a) chlorosulfonic acid or(b) oleum to yield a sulfonic acid of the formula (II) ##STR3## wherein R is as defined above, and subsequently with a chlorinating agent,reducing a sulfonic acid chloride of the formula (III) ##STR4## wherein R is as defined above, obtained by process variant (a) or (b) and reacting a benzimidazole-thiol of the formula (IV) ##STR5## obtained, wherein R is as defined above, with an alkyl halide of the formula (VI)R.sup.1 -Hal (VI)wherein R.sup.1 is as defined above and Hal represents a halogen atom.
Type:
Grant
Filed:
September 30, 1982
Date of Patent:
December 11, 1984
Assignee:
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.
Abstract: An N-(2,2,2-trifluoroethyl)-N-alkyl-azolyloxyacetic acid amides of the formula ##STR1## in which R and R.sup.1 have the meaning given in the description, a process for the production of which is described, find use as herbicides. The intermediate products of the general formulae ##STR2## in which R.sup.1 in each case has the same meaning as in formula (I), for the preparation of the compounds (I) are also new.
Type:
Grant
Filed:
February 19, 1982
Date of Patent:
August 14, 1984
Assignee:
Bayer Aktiengesellschaft
Inventors:
Heinz Forster, Volker Mues, Bernd Baasner, Hermann Hagemann, Ludwig Eue, Robert Schmidt
Abstract: N-Aryl benzamides wherein the aryl group is a nitrogen containing heterocycle are useful as selective herbicidal agents. Compositions containing the novel benzamides and a herbicidal method of selective weed control are disclosed.
Abstract: A compound represented by the formula, ##STR1## wherein R.sub.1 represents a hydrogen atom, and R.sub.2 represents a lower alkyl group, an aryl group, an aralkyl group, a lower alkylthio lower alkyl group, a lower alkyl group substituted by a carboxyl or hydroxyl group, or a 3-indolymethyl group, or wherein R.sub.1 and R.sub.2 define in combination an alkylene group, or a pharmaceutically acceptable acid addition salt thereof, is an anti-tumor agent for leukemia and malignant tumors.
Abstract: A novel class of compounds which are useful as plant growth regulators is disclosed, having the general structural formula: ##STR1## In which R is cyano C.sub.1 to C.sub.5 alkyl, alkenyl or alkynyl to which may be attached phenyl, halophenyl, methylphenyl, pyridyl, benzoyl, trimethylacetyl, phenoxy, halophenoxy, halobenzoyl, N-phenylcarbamyl, N-alkylcarbamyl, N-trifluoromethylthiadiazolylcarbamyl, carboxy, carbalkoxy or halo substituents,R.sup.1 is H, acetyl C.sub.1 to C.sub.3 alkyl, alkenyl or alkynyl to which may be attached phenyl, halophenyl, carbethoxy, vinyloxy or phenoxy groups, or R and R.sup.1 together may be C.sub.2 to C.sub.4 alkylene,Ar is phenyl or benzoyl,R.sup.2 is C.sub.1 to C.sub.
Type:
Grant
Filed:
April 10, 1980
Date of Patent:
September 29, 1981
Assignee:
Gulf Oil Corporation
Inventors:
Joel L. Kirkpatrick, Natu R. Patel, Jerry L. Rutter
Abstract: Novel 2-amino-thiadiazole derivatives of the formula ##STR1## are described. In the formula, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.2 is C.sub.1 -C.sub.4 alkyl; R.sub.3 is hydrogen or the group --CO--R.sub.4, in which R.sub.4 is alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl, or is C.sub.2 -C.sub.4 alkenyl each of which is unsubstituted or mono- or polysubstituted by halogen, or is furyl, thienyl, pyridyl or phenyl, each of which is unsubstituted or mono- to tetrasubstituted by C.sub.1 -C.sub.4 alkyl, halogen, cyano, nitro, alkoxy, alkylthio, alkylsulfonyl or amino. These compounds possess useful bactericidal properties and can be used in particular for controlling phytopathogenic bacteria without damaging the treated cultivated plants. In comparison to aminothiadiazoles of the prior art, the compounds of this invention cause no tetratogenic side-effects.
Type:
Grant
Filed:
May 7, 1980
Date of Patent:
August 25, 1981
Assignee:
Ciba-Geigy Corporation
Inventors:
Karl Gatzi, Hanspeter Baumann, Walter Kunz, Bernhard Gloor
Abstract: The disclosed compounds, such as 3-[5-[1-(2-chlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl- 2-imidazolidinone, are useful for preemergence and postemergence control of weeds, such as jimsonweed.
Abstract: The disclosed compounds, such as 3-[5-[1-(3,5-dichlorophenoxy) ethyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl-2-imidazolidinone, are useful for preemergence control of weeds, such as jimsonweed.
Abstract: The disclosed compounds, such as 3-[5-[1-(4-chlorophenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl- 2-imidazolidinone, are useful for preemergence and postemergence control of weeds, such as jimsonweeds.
Abstract: The novel compound having the structural formula, ##STR1## which may be conveniently synthesized from readily available chemical substances is disclosed to be useful as a fungicide, particularly in combating fungus diseases of plants by application to soil or plant foliage.
Abstract: Disclosed are compounds of the formula ##STR1## wherein R.sup.1 is alkyl, R.sup.2 is selected from the group consisting of hydrogen and alkyl; or R.sup.1 and R.sup.2 together with the nitrogen atom form a cyclic ring structure having 4 or 5 carbon atoms; m is the integer 0 or 1; when m is 1, R.sup.4 and R.sup.5 are each independently selected from the group consisting of hydrogen and alkyl or up to 3 carbon atoms; when m is 0, R.sup.4 is hydrogen and R.sup.5 is the same as defined above; R.sup.3, R.sup.6, R.sup.7, R.sup.8, R.sup.9 are each independently selected from the group consisting of hydrogen and alkyl; n is an integer from 0 to 2; and Z.sup.1 and Z.sup.2 are each independently selected from the group consisting of oxygen and sulfur. These compounds are useful as herbicides.
Abstract: The disclosed compounds such as 3-[5-[1-(2-methylphenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl- 2-imidazolidinone, control weeds preemergence and postemergence.
Abstract: The invention relates to 2,3-dihydro-6,7-disubstituted-5-(substituted sulfonyl)benzofuran-2-carboxylic acids and derivatives thereof having diuretic-saluretic, uricosuric and antihypertensive pharmacological activity.
Type:
Grant
Filed:
June 21, 1979
Date of Patent:
December 2, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Edward J. Cragoe, Jr., William F. Hoffman
Abstract: New compounds which are herbicide antagonists that are useful for protection of plants from various herbicides are members of the group having the general structural formulas: ##STR1## in which R is hydrogen or C.sub.1 to C.sub.4 alkyl, alkenyl or alkynyl, branched or straight chain, R.sup.1 is C.sub.1 to C.sub.3 alkyl, alkenyl or alkynyl, branched or straight chain, with the total number of carbon atoms in R and R.sup.1 being less than six, preferably less than four, on compounds with both R and R.sup.1 substituents. The novel plant protection agents may be applied both to seeds and to the soil.
Abstract: Color photographic material is provided which contains at least one silver halide emulsion layer containing a yellow color coupler of the formula ##STR1## wherein G is the radical of a yellow coupler which is bonded to the heterocyclic ring by means of the active methylene group, Z is --CO-- or --SO.sub.2 --, M is hydrogen if Z is --CO--, or a substituent and R is hydrogen or a substituent.The new two-equivalent yellow couplers lead due to their improved reactivity (high maximum density), minimal fog and high fastness to light and outstanding spectral properties of the dyestuffs formed therefrom to a color photographic material of advantageous properties.
Type:
Grant
Filed:
April 27, 1978
Date of Patent:
October 21, 1980
Assignee:
Ciba-Geigy AG
Inventors:
Graham Evans, Mario Fryberg, Thomas Stauner, Paul Tschopp, David G. Leppard
Abstract: The disclosed compounds such as 3-[5-[1-(2-methylphenoxy)ethyl]-1,3,4-thiadiazol-2-yl]-4-hydroxy-1-methyl- 2-imidazolidinone, control weeds preemergence and postemergence.
Abstract: A group of 5-substituted-2-thiadiazolyl thiocarboxamides is useful as selective herbicides, particularly in combating weeds in grain crops. The herbicidal properties of the compounds are superior to those of corresponding carboxamides.
Abstract: This invention discloses new compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of alkyl of up to 3 carbon atoms, cycloalkyl, alkenyl, chloroalkyl, bromoalkyl, alkoxy, alkylthio, alkylsulfonyl and alkylsulfinyl; R.sup.2 is selected from the group consisting of alkyl, alkenyl, haloalkyl and ##STR2## wherein R.sup.4 and R.sup.5 are each selected from the group consisting of hydrogen and alkyl; and R.sup.3 is selected from the group consisting of alkyl, alkenyl, haloalkyl, alkynyl, alkoxyalkyl, cycloalkyl and ##STR3## WHEREIN X is selected from the group consisting of alkyl, alkoxy, halogen, haloalkyl, alkylthio, nitro and cyano; n is an integer from 0 to 3; and m is the integer 0 or 1. Further disclosed is the herbicidal utility of the foregoing compounds.