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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 334 (1992), S. 89-91 
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Simple Synthesis of 2,3-Diamino-quinoline-3-carbonitriles
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 334 (1992), S. 491-496 
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: On the Synthesis of 3-Amino-pyrroles by Thorpe-Ziegler-CyclizationN-Aryl and alkylaminomethylene cyanacetic acid derivatives 1 react with α-halogencarbonyl compounds 2 in the presence of potassium carbonate/sodium ethoxide to yield the substituted 3-amino-pyrroles 6. Using the same principle of cyclization pyrrole derivatives 6 can also be obtained by reaction of β-chloro- and β-alkoxymethylenemalononitriles 4 with β-aminocarbonyl compounds 5. From the malononitrile derivatives 1 containing the methylthio group in the β-position, and α-halogen ketones 7, the 2-dicyanomethylene oxazolines 8 arise which undergo alkoholysis by treatment with sodium alkoxide to form the 3-amino-5-alkoxy-pyrrole derivatives 9.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 223-228 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cyclizations of Cyanothioacetamide in the Presence of SulphurCyanothioacetoamide 1 reacts with sulphur in the presence of triethylamine to form the 2,5-diamino-thiophene derivative 3 and in the presence of sodium ethoxide the 1,4-dihydropyridine derivative 2, respectively. 3 easily undergoes ring opening to yield the butadiene derivative 6. Catalyzed by amine from 1, cyclic ketones, and sulphur the 2-spiro[thieno[2,3-d]pyrimidine-4-thiones] 8 arise. Analogously to other cyanoacetic acid derivatives 1 react with sulphur and isothiocyanates to form the 4-amino-Δ4-thiazoline-2-thiones 9 and with sulphur and carbon disulfide to yield the 5-amino-1,2-dithiol-3-thione derivative 12. Among the o-amino-thiocarboxamides 3, 9, 12 the compounds 3 and 9 can be converted into the 5,6-heterocondensed pyrimidine-4-thiones 4 and 10.
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  • 4
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 333 (1991), S. 229-236 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Reaction of 2-Aminothiophene-3-carbonitriles with Heterocumulenes.The reaction of 2-aminothiophene-3-carbonitriles (1) with phenyl isothiocyanate does not yield the expected thieno[2,3-d]pyrimidine derivatives but the substituted dithieno-[2′,3′:4, 3][2′,3′:8, 9]pyrimido[3, 4-a]pyrimid-7-thiones (4). The compounds 4 also may be synthesized from 1 and thiophosgene. Analogously, from 1 and phenyl isocyanate the substituted dithieno[2′,3′:4, 3][2′,3′:8, 9]pyrimido[3, 4-a]pyrimid-7-ones (9) arise in small yields. They are better obtainable from 1 and phosgene. Carbon disulphide react with 1 in pyridine to form a mixture of the thieno[2, 3-d]pyrimid-2, 4-dithione (10) and the condensed compound 4. The ratio of products depends on the substituents in the 4, 5-position of 1. The structures are investigated by n.m.r.-spectroscopy.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
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