Patents Represented by Attorney Harry H. Kline
  • Patent number: 4124766
    Abstract: There are provided substituted 3-(4-imidazolyl-methylene)carbazic acid esters and 3-(4-imidazolylmethylene)dithiocarbazic acid esters useful as intermediates for the preparation of compounds which inhibit the enzyme cyclic-AMP phosphodiesterase.
    Type: Grant
    Filed: November 7, 1977
    Date of Patent: November 7, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4115572
    Abstract: There are provided substituted imidazo[1,5-d]-as-triazin-1(2H)-ones useful as anti-asthmatic agents.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: September 19, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4113653
    Abstract: There is provided a process for polymerizing .alpha.-pinene by adding the same incrementally to a catalyst system comprising a major amount of an aluminum halide and a minor amount of an organo germanium halide or alkoxide in admixture with a (lower) alkyl, alkenyl or aralkyl halide in an inert solvent while controlling the temperature of reaction in the range of -30.degree. C. to +30.degree. C., drowning the polymerization mixture in water, separating the organic phase therefrom, removing the solvent therefrom, and recovering a solid polymer in good yield.
    Type: Grant
    Filed: July 11, 1977
    Date of Patent: September 12, 1978
    Assignee: Arizona Chemical Company
    Inventors: Erwin Richard Ruckel, Long Shyong Wang
  • Patent number: 4107170
    Abstract: An improved method of preparing acid addition salts of dl 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (dl-tetramisole) by reacting dl-3-(.beta.-hydroxyphenethyl)-2-iminothiazolidine or an acid-addition salt thereof, with a mixture of concentrated hydrochloric acid and concentrated sulfuric acid to obtain dl 3-(.beta.-chlorophenethyl)-2-iminothiazolidine acid-addition salt, treating this compound with aqueous alkali to obtain dl 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole free base, and converting the latter compound to dl 6-phenyl-2,3,5,6-tetrahydroimidazo [2,1-b]thiazole acid-addition salts in a highly purified state. The products are useful as anthelmintics.
    Type: Grant
    Filed: February 14, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventor: Murray Garber
  • Patent number: 4107420
    Abstract: There is provided a process for preparing the reaction product of maleic anhydride with a non-conjugated monocyclic terpene in the presence of controlled amounts of iodine to attain a mixture of more than 15% di-adduct and the balance of said mixture being mono-adducts.
    Type: Grant
    Filed: April 18, 1977
    Date of Patent: August 15, 1978
    Assignee: Arizona Chemical Company
    Inventors: Robert William Schluenz, Curry Beach Davis
  • Patent number: 4107307
    Abstract: There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4107308
    Abstract: There are provided novel substituted imidazo-[1,5-d]-as-triazines useful as hypotensive agents as well as exhibiting herbicidal activity.
    Type: Grant
    Filed: October 18, 1977
    Date of Patent: August 15, 1978
    Assignee: American Cyanamid Company
    Inventors: Rolf Paul, Judith Menschik
  • Patent number: 4098982
    Abstract: There is provided a process for cationically polymerizing piperylene batchwise or continuously by the addition of piperylene either alone or in admixture with a minor amount of at least another hydrocarbon monomer, incrementally, to a catalyst system consisting essentially of a major amount of an aluminum halide and a minor amount of an inorganic phosphorus acid in an inert solvent while controlling the temperature of reaction in the range of 0.degree. C. to 50.degree. C., drowning the polymerization mixture in water, separating the organic phase therefrom, then removing the solvent and recovering a solid polymer in good color and yield, free from an intractable gel, rendering the same useful as a tackifying resin.
    Type: Grant
    Filed: March 8, 1977
    Date of Patent: July 4, 1978
    Assignee: Arizona Chemical Company
    Inventor: Ronald Thomas Wojcik
  • Patent number: 4096155
    Abstract: There are provided substituted 1,3-dithiolane compounds and a method for preparing the same. Said 1,3-dithiolane compounds are useful intermediates in the preparation of tetrahydro-7-oxobenzo[b]thien-4-ylureas and tetrahydro-4-oxo-1-naphthylureas which are known animal growth-promoting agents, which thiolanes are represented by the formula: ##STR1## wherein R.sub.1 is a member selected from the group consisting of 2-thienyl and phenyl; R.sub.2 is a member selected from the group consisting of ##STR2## wherein X is chlorine or bromine; R.sub.3 and R.sub.4 are each members selected from the group consisting of hydrogen and methyl; and when R.sub.1 and R.sub.
    Type: Grant
    Filed: May 23, 1977
    Date of Patent: June 20, 1978
    Assignee: American Cyanamid Company
    Inventors: William Henry Gastrock, Goro Asato
  • Patent number: 4091106
    Abstract: There is provided a method for controlling fungi with a fungicidally effective amount of a 1,2-dialkyl-3(or 3,5)-N-heterocyclic pyrazolium salt. There is also provided a method for protecting living plants from attack by fungi through the application to the foliage of said plants of a fungicidally effective amount of such pyrazolium salt compounds.
    Type: Grant
    Filed: May 3, 1977
    Date of Patent: May 23, 1978
    Assignee: American Cyanamid Company
    Inventor: Bryant Leonidas Walworth
  • Patent number: 4088786
    Abstract: There are provided certain substituted-1,2,3,4-tetrahydro-4-imino-1-naphthylureas, methods of preparation thereof, and methods of use of said naphthylureas for enhancing feed efficiency and for promoting the growth rate of veterinary homothermic animals.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: May 9, 1978
    Assignee: American Cyanamid Company
    Inventors: Goro Asato, Terence J. Bentley
  • Patent number: 4087612
    Abstract: This invention relates to herbicidal pyrazolidine compounds, to a method of preparing the same by the reduction of either a pyrazolium or a pyrazolinium salt.
    Type: Grant
    Filed: December 16, 1976
    Date of Patent: May 2, 1978
    Assignee: American Cyanamid Company
    Inventors: Barrington Cross, Charles Paul Grasso, Bryant Leonidas Walworth
  • Patent number: 4080320
    Abstract: There are provided resinous terepene maleimides useful as tackifiers for elastomers and prepared by reacting at tempertures between 140.degree. C. and 200.degree. C. substantially equimolar amounts of (a) non-conjugated monocyclic terpenes or mixtures thereof and (b) maleic acid anhydride in the presence of from 0.05% to 0.15% iodine, based on the weight of the terpene, recovering a mixture of not less than 95% mono-adduct and not more than 15% di-adduct of terpene maleic adduct, further reacting said adduct mixture with stoichiometric amounts of an aliphatic polyamine, and recovering terpene maleimide having a number average molecular weight between about 500 and about 600.
    Type: Grant
    Filed: April 19, 1976
    Date of Patent: March 21, 1978
    Assignee: Arizona Chemical Company
    Inventors: Robert William Schluenz, Curry Beach Davis
  • Patent number: 4077905
    Abstract: There is provided a novel catalyst system and a process for polymerizing olefins by adding the same incrementally to said catalyst system consisting essentially of an aluminum halide and an organo germanium halide or alkoxide in an inert solvent while controlling the temperature of reaction in the range of -30.degree. C to +30.degree. C, drowning the polymerization mixture in water, separating the organic phase therefrom, removing the solvent therefrom, and recovering a solid polymer in good yield.
    Type: Grant
    Filed: October 12, 1976
    Date of Patent: March 7, 1978
    Assignee: Arizona Chemical Company
    Inventors: Long Shyong Wang, Erwin Richard Ruckel
  • Patent number: 4076952
    Abstract: There are provided certain substituted-1,2,3,4-tetrahydro-4-imino-1-naphthylureas, methods of preparation thereof, and methods of use of said naphthylureas for enhancing feed efficiency and for promoting the growth rate of veterinary homothermic animals.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: February 28, 1978
    Assignee: American Cyanamid Company
    Inventors: Goro Asato, Terence James Bentley
  • Patent number: 4075228
    Abstract: There are provided substituted 1,3-dithiolane compounds and a method for preparing the same. Said 1,3-dithiolane compounds are useful intermediates in the preparation of tetrahydro-7-oxobenzo[b]thien-4-ylureas and tetrahydro-4-oxo-1-naphthylureas which are known animal growth-promoting agents, which thiolanes are represented by the formula: ##STR1## wherein R.sub.1 is a member selected from the group consisting of 2-thienyl and phenyl; R.sub.2 is a member selected from the group consisting of ##STR2## wherein X is chlorine or bromine; R.sub.3 and R.sub.4 are each members selected from the group consisting of hydrogen and methyl; and when R.sub.1 and R.sub.
    Type: Grant
    Filed: September 2, 1976
    Date of Patent: February 21, 1978
    Assignee: American Cyanamid Company
    Inventors: William Henry Gastrock, Goro Asato
  • Patent number: 4075348
    Abstract: There are provided certain alkyl 3-thio-4{o-[(2,2,2-trihaloethylidene -or 2,2-dihaloalkylidene -or 2,2-dihalohaloalkylidene)amino]phenyl -or substituted phenyl}allophanates, a method for the preparation of the same, and the use of said allophanates as fungicidal agents.
    Type: Grant
    Filed: April 22, 1977
    Date of Patent: February 21, 1978
    Assignee: American Cyanamid Company
    Inventor: Paul William Knapp, Jr.
  • Patent number: 4072711
    Abstract: There are provided certain substituted-1,2,3,4-tetrahydro-4-imino-1-naphthylureas, methods of preparation thereof, and methods of use of said naphthylureas for enhancing feed efficiency and for promoting the growth rate of veterinary homothermic animals.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: February 7, 1978
    Assignee: American Cyanamid Company
    Inventors: Goro Asato, Terence James Bentley
  • Patent number: 4070372
    Abstract: There is provided a fully integrated process for preparing a 2-dialkoxyphosphinylimino-1,3-dithietane in good overall yields with considerable savings in materials, time and labor involving a plurality of steps comprising the overall reaction of a dialkoxyphosphoryl chloride and an alkali metal or ammonium thiocyanate to obtain a dialkoxyphosphinyl isothiocyanate, reacting the latter with 1.1 to 1.2 molar equivalents of an alkali mercaptan in the presence of a water:acetone mixture (1:9 to 1:3), and finally reacting resultant dialkoxyphosphinyldithiocarbamate with methylene bromide or methylene iodide to obtain a 2-dialkoxyphosphylimino-1,3-dithietane.
    Type: Grant
    Filed: June 14, 1976
    Date of Patent: January 24, 1978
    Assignee: American Cyanamid Company
    Inventors: Murray Garber, David William Reger
  • Patent number: 4069339
    Abstract: There is provided a method for the depression of fat deposition in swine by administering to said swine an effective amount of the compound: 1H-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3S), subcutaneously in the form of one or more implants.
    Type: Grant
    Filed: February 22, 1977
    Date of Patent: January 17, 1978
    Assignee: American Cyanamid Company
    Inventors: Donald Lee Ingle, Ronald Howell Dalrymple