Zur Kondensation einiger 1,3-Diketone mit Schwefelwasserstoff

Condensation of some 1,3-Diketones with Hydrogen Sulfide Similar to 3-methyl-acetylacetone, 1-acetyl -2- indanone (3) condenses with hydrogen sulfide in the presence of hydrogen chloride to form a trithiabicyclo-nonadiene 4. Under the same reaction conditions 2-acetyl-cyclopentanone (9) yields the tetrathia - adamantane 10 .     

Zur Kondensation von 3-Methyl-indol mit Aceton. 2. Mitt.: 1,2-Cyclisierungsreaktionen an Indol-Derivaten

Condensation of 3-Methyl-indole with Acetone The condensation of 3-methyl-indole with acetone/AlCl₃ leads essentially in the ratio of 1 : 2 moles to one of the two possible pyrrolo-indoles (IIa). Moreover a condensation occurs in the ratio of 2 : 3 moles and leads to a di-indolo-diaza-bicyclo-nonane-derivative.     

Zur Toxikologie von Polybuten-(1)

Zusammenfassung Unter den Bedingungen eines halbjährigen Futterversuchs (1% und 10% Gehalt) an Ratten fand sich kein Anhalt für eine gesundheitliche Bedenklichkeit des Kunststoffs Polybuten-(1).     

Thion- und Dithioester, 38. Mitt. Zur Kondensation von 2-Amino-dithiooxalsäure-O-ester mit Cyanessigestern

Thiono- and Dithioesters, XXXVIII: Condensation of 2-Amino-dithio-O-oxalates with Cyanoacetic Esters By thiolysis of the cyano methanimidoates 2 cyano methanethioates 1 or 2-amino-2-thioxoethanethioates 3 are formed, depending on the reaction conditions. The thionoester group in 3 condenses with cyanoacetates in the presence of potassium methoxide to form the potassium salts 7 , which were S-alkylated to give the thioenol ethers 9 . Condensations of 9 with hydrazines lead to structurally different products 11–18 .     

Zur Kondensation des Thujons mit biogenen Aminen und Aminosäuren

The Condensation of Thujone with Biogenic Amines and Amino Acids Biogenic amines and esters of amino acids undergo condensation with thujone to form azomethines. L -Cysteine reacts with the amino and the thiol group to form [(+)-thujane]-3-spiro-2′-thiazolidine-4′-oic acid (8) .     

4-(2-Amino-2-methylpropyl)phenole durch Fluoridionen-katalysierte Kondensation von 4-Hydroxybenzylalkoholen mit 2-Nitropropan

4-(2-Amino-2-methylpropyl)phenols by Fluoride Ion Catalysed Reaction of 4-Hydroxybenzyl Alcohols with 2-Nitropropane The 4-hydroxybenzyl alcohols 1 can be converted into the 4-(2-methyl-2-nitropropyl)phenols 2 by a fluoride ion catalysed reaction with 2-nitropropane. Methylation of the phenolic hydroxy group yields the methyl ethers 7. The nitro compounds 2 and 7 can be converted to the amines 8 by catalytic hydrogenation. The amines 8 are building blocks in the synthesis of new β-sympathomimetic compounds.     

Zur Reaktion von 2,2-Diphenyl-1,2-dihydrochinolin-Nitroxid-Radikalen mit dem NO-Donator SIN-1 (3-Morpholinosydnonimin)

Reaction of 2,2-Diphenylquinoline-nitroxide Radicals with NO-Releasing SIN-1 (3-Morpholinosydnonimine) The nitroxide radicals 1 are suitable traps for nitric oxide (NO˙) released from SIN-1 under aerobic conditions. Besides the stable products 2, 3 , and 4 , the relatively unstable nitroxides 5 are formed in this reaction, the latter decomposing to the stable derivatives 3, 6 , and 7. 7a is also formed by reaction of 1a with Fenton's reagent. 7b is synthesized unequivocally by alkaline ferricyanide-oxidation of the nitroxide 8 . Formation of compounds 2–5 is discussed in relation to relative reactivity of 1 towards nitric oxide (NO˙) and nitrogen dioxide (NO₂˙), respectively.     

Thion- und Dithioester, 39. Mitt. Zur Kondensation von 2-Morpholino-dithiooxalsäure-O-ester mit Malondinitril oder Cyanessigester

Thiono- and Dithioesters XXXIX: Condensation of 2-Morpholinodithiooxalic O-esters with Malonodinitrile or Cyanoacetate Condensation of 2-morpholino- or 2-piperidino-dithiooxalic O-esters 1 with malonodinitrile or cyanoacetate in the presence of potassium ethanolate leads to the formation of the potassium salts 3 , which are alkylated by alkyl iodides to give the thioenol ethers 4. With CH-acidic alkylating agents the thiophenes 6 are obtained directly. Compound 3a cyclises with hydroxylamine-O-sulfonic acid to form the isothiazole 8 ; compound 4 with hydrazine yields the pyrazoles 10. S-Alkylation of the thiophenes 6 at the thioamide sulfur followed by hydrazinolysis gives the thiopheno[2.3-d]pyridazines 13 and 14.     

Zur Reaktion von Nifedipin mit Pyridiniumbromidperbromid

Reaction of Nifedipine with Pyridinium Bromide Perbromide The 1,4-Dihydropyridine-bislactone 4 is obtained from nifedipine by the Young method. The pyridinium compound 3 and the brominated 1,4-dihydropyridine monolactones 5 and 6 are isolated from this reaction as byproducts. 4 is characterized by redox and photo-chemical reactions. The half-wave potentials of the dihydropyridines and pyridines are determinated.     

Zur Reaktion von Carbinolaminen mit Diazoalkanen

Diazomethane reacts with cotarnine and hydrastinine in presence of alcohols forming the corresponding 1-alkoxy-methyl-tetrahydroisoquinolines. With higher diazoalkanes 1-(9-alkoxy-9-alkyl/aryl)-methyl-tetrahydroisoquinolines are obtained. Some secondary products results also.     

Zur Reaktion von Thioanisol mit Antimonpentachlorid

Reaction of Thioanisol with Antimony Pentachloride The reaction of antimony pentachloride with thioanisole ( 5 ) at – 70° C leads to the formation of the sulfonium salt 6 , whereas at 0°C the chlorosulfonium salt 7 is formed. Under similar conditions 4-methylthioanisole ( 9 ) is converted into the expected chlorosulfonium salt 10 , which decomposed, however, during isolation experiments.     

Kondensation chlorierter Chinoxaline mit 2-Pipecolylamin

Condensation of Chlorinated 5-Aza-quinoxalines with 2-Pipecolylamine Condensation of 2,3-dichloro-5-aza-quinoxaline ( 1 ), of 2,3,7-trichloro-5-aza-quinoxaline ( 6 ) and of 2,3,5,10-tetrachloro-benzoquinoxaline ( 10 ) with 2-pipecolyamine ( 2 ) led to polycyclic ring systems containing the 2-aza-quinolizidine-ring.     

Zur Umsetzung von N-benzylsubstituierten Piperidoncarbonsäureestern mit Cer(IV)-sulfat

The Reaction of N-Benzyl-3-(methoxycarbonyl)-4-piperidones with Cerium(IV) Sulfate After oxidation reactions of N-benzyl-3-(methoxycarbonyl)-4-piperidones 1 with cerium(IV) sulfate the following heterocycles can be isolated: substituted hydrogenated 2,6-methano-2-benzazocin-5-ones 2 , 1,4,5,6-tetrahydro-3-(methoxycarbonyl)pyridin-4-ones 3 and 3-(methoxycarbonyl)pyridin-4-ones 4 . The structures of these compounds were determined by spectroscopic methods.     

Zur Reaktion von 3,5-Bis(methylthio)-1,2-dithiolium-Salzen mit CH-aciden Verbindungen

Reaction of 3,5-Bis(methylthio)-1,2-dithiolium Salts with CH-Acidic Substrates Condensation of the 3,5-bis(methylthio)-1,2-dithiolium tetrafluoroborates 3a-c , catalyzed by ethyl diisopropyl amine, with malonodinitrile leads to the thiophenes 9a-c . With methyl cyanoacetate the thiophenes 9d-f as well as the 3-alkylidene-1,2-dithioles 10a-e are formed. Nitromethane gives rise to the thiophenes 9g, 12 and to the 3-alkylidene-1,2-dithiole 10d . By self condensation of 3a the trithiapentalene 13 and the isotrithiapentalene 14 are obtained.