4-Hydroxy-2-benzimidazoline-thione compounds and pharmaceutical compositions containing them |
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Insecticidal combinations |
| I claim: 1. An insecticidal composition containing as active ingredient a combination of (a) 3,4-... |
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1-Benzoyl-3-hydroxy-6(1H)-pyridazinones and use as plant growth regulators |
| We claim: 1. A compound having the structural formula ##STR5## in which Y is --COOH or an ... |
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Isoquinolium compounds for treating diabetes |
| We claim: 1. A method of treatment of diabetes which comprises administering to a patient an ... |
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Perimidene and benzimidazole derivatives useful in curable compositions |
| OF THE PREFERRED EMBODIMENTS It is common knowledge that amines react with ketones to form Schiff'... |
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Anti-vertigo drug |
| OF THE INVENTION The anti-vertigo drug of this invention comprises as an active ingredient A... |
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2-Hydroxyimino-1,2,3,4,6,7-hexahydro-11bH-benzo [a] quinolisine derivatives |
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Substituted 6-(piperazinyl)-10H-pyrido[3,2-b]thieno[3,4-e][1,4]-diazepines |
| We claim: 1. The compound 6-(4-methyl-1-piperazinyl)-10H-pyrido[3,2-b]thieno[3,4-e][1,4]-diazepine. ... |
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Lipogenesis inhibition by certain esters of substituted benzodioxincarboxylic acids |
| I claim as my invention: 1. A method of inhibiting lipogenesis in a mammal, which comprises ... |
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Process for preparation 4,5,6,7-tetrahydro-7-oxobenzo-[b]-thiophenes and 1,2,3,4-tetrahydro-4-oxo-1-naphthalenes
| Details |
Inventors: Strong, Henry L.;
Assignee: American Cyanamid Company (Stamford, CT)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Hendriksen; L.
Attorney, Agent or Firm: Kline; Harry H.
There is provided an oxidation process using potassium permanganate as oxidizing agent, for the preparation of certain animal growth promoters, namely, N-(4,5,6,7-tetrahydro-7-oxobenzo[b]thien-4-yl)amides, 4,5,6,7-tetrahydro-7-oxobenzo[b]-thien-4-ylureas, N-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)amides and 1,2,3,4-tetrahydro-4-oxo-1-naphthylureas, said process affording such compounds in markedly improved yields, and being readily suitable for scale-up. |
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DETAILED DESCRIPTION I claim: 1. A process for the preparation of a compound of the formula: ##STR13## wherein R. sub. 1 and R. sub. 2 are each a substituent selected from the group consisting of alkanoyl C. sub. 1 -C. sub. 7, halogen-substituted ##STR14## R. sub. 3 is a substituent from hydrogen and alkyl C. sub. 1 -C. sub. 4 ; R. sub. 4 is a substituent selected from hydrogen, alkyl C. sub. 1 -C. sub. 8, alkanoyl C. sub. 1 -C. sub. 4, halogen-substituted alkanoyl C. sub. 2 -C. sub. 4 and ##STR15## and when ##STR16## is each cyclized, each represents phthalimido; X and Y are selected from hydrogen, halogen, nitro, alkyl C. sub. 1 -C. sub. 4 and alkoxy C. sub. 1 -C. sub. 4 ; the racemic mixtures and the optical isomers thereof, consisting essentially in the steps of: oxidizing a compound of the formula: ##STR17## wherein R. sub. 1 and R. sub. 2 are each a substituent as hereinabove defined; with 2. 5 to 3. 2 molar equivalents of potassium permanganate at a temperature ranging from 0. degree. C. to 50. degree. C. , in a solvent selected from aqueous solutions of acetone, tert-butanol, pyridine and acetonitrile, in the pH of from 6 to below 11, in the presence of a buffer selected from magnesium sulfate, calcium sulfate, sodium bicarbonate and acetic acid, for a period of time sufficient to essentially complete the reaction and recovering a compound of the formula: ##STR18## where R. sub. 1 and R. sub. 2 are as defined hereinabove. 2. The process according to claim 1, wherein R. sub. 1 and R. sub. 2 each are selected from alkanoyl C-hd 1-C. sub. 2, and ##STR19## R. sub. 3 and R. sub. 4 each are hydrogen; the compounds are oxidized with 2. 5 to 3. 2 molar equivalents of potassium permanganate at a temperature ranging from 10. degree. C. to 20. degree. C. , in a solvent selected from aqueous solutions of acetone, tert-butanol and pyridine, in the pH range of 7 to 9, in the presence of a buffer selected from magnesium sulfate, calcium sulfate, sodium bicarbonate and acetic acid; for a period of time of from three to sixteen hours. 3. The process according to claim 1, wherein the compound to be oxidized is N-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)formamide
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