Having -c(=x)-, Wherein X Is Chalcogen, Attached Directly To The Nitrogen By Nonionic Bonding Patents (Class 548/139)
  • Patent number: 4500715
    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.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: February 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hauke Furstenwerth
  • Patent number: 4487936
    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.
    Inventors: S/a/ ndor Sz/o/ ke, Gy/o/ rgy Lugosi, M/a/ ria Bakonyi, Jen/o/ Ghyczy, Gy/o/ rgy Csermely
  • Patent number: 4465504
    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
  • Patent number: 4416683
    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.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: November 22, 1983
    Assignee: Eli Lilly and Company
    Inventor: Kenneth W. Burow, Jr.
  • Patent number: 4382142
    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.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: May 3, 1983
    Assignee: Kowa Co., Ltd.
    Inventors: Kichitaro Takatori, Takashi Yamaguchi, Masahiko Nagakura
  • Patent number: 4292071
    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
  • Patent number: 4285959
    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
  • Patent number: 4269983
    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.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: May 26, 1981
    Assignee: PPG Industries, Inc.
    Inventor: Jerome M. Lavanish
  • Patent number: 4268675
    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.
    Type: Grant
    Filed: July 6, 1979
    Date of Patent: May 19, 1981
    Assignee: PPG Industries, Inc.
    Inventor: Jerome M. Lavanish
  • Patent number: 4264353
    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.
    Type: Grant
    Filed: June 4, 1979
    Date of Patent: April 28, 1981
    Assignee: PPG Industries, Inc.
    Inventor: Jerome M. Lavanish
  • Patent number: 4264616
    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.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: April 28, 1981
    Assignee: Gulf Oil Corporation
    Inventor: Richard A. Kulp
  • Patent number: 4255182
    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.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: March 10, 1981
    Assignee: Velsicol Chemical Corporation
    Inventor: John Krenzer
  • Patent number: 4252961
    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.
    Type: Grant
    Filed: February 21, 1980
    Date of Patent: February 24, 1981
    Assignee: PPG Industries, Inc.
    Inventor: Jerome M. Lavanish
  • Patent number: 4237130
    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
  • Patent number: 4237302
    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.
    Type: Grant
    Filed: September 29, 1978
    Date of Patent: December 2, 1980
    Assignee: Gulf Oil Corporation
    Inventors: Otto L. Hoffman, Joel L. Kirkpatrick
  • Patent number: 4229577
    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
  • Patent number: 4218236
    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.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: August 19, 1980
    Assignee: PPG Industries, Inc.
    Inventor: Jerome M. Lavanish
  • Patent number: 4187098
    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.
    Type: Grant
    Filed: November 24, 1978
    Date of Patent: February 5, 1980
    Assignee: Gulf Oil Corporation
    Inventor: Natu R. Patel
  • Patent number: 4167407
    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.
    Type: Grant
    Filed: April 25, 1975
    Date of Patent: September 11, 1979
    Assignee: Velsicol Chemical Corporation
    Inventor: John Krenzer