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  • 1
    Electronic Resource
    Electronic Resource
    Synthese und Reaktionen von 4-Aminoisothiazolen (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 1534-1546 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis and Reactions of 4-Aminoisothiazolesα-(Tosyloximino)nitriles 2 react with the thiols 1 having an active methylene group in one or two steps via α-(alkylthioimino)nitriles 3 to yield the substituted 4-aminoisothiazoles 4. 4-Aminoisothiazoles unsubstituted at the 5-position are obtainable by decarboxylation; 4-aminoisothiazole-3-carboxylic acid (7) affords 4-(acetylamino)isothiazole (8). From 4 are synthesized the substituted isothiazolo[4,3-d]triazinones 9, the isothiazolo[4,3-d]pyrimidones and isothiazolo[4,5-d]pyrimidones 10, 11 and isothiazolo[4,5-b]pyridines 12
    Notes: α-(Tosyloximino)nitrile 2 reagieren mit den methylenaktiven Thiolen 1 in ein oder zwei Stufen über die α-(Alkylthioimino)nitrile 3 zu den substituierten 4-Aminoisothiazolen 4. 4-Amino-isothiazole mit freier 5-Stellung sind durch Decarboxylierung erhältlich; 4-(Acetylamino)isothiazol (8) entsteht aus 4-Aminoisothiazol-3-carbonsäure (7). Aus 4 werden die substituierten Isothiazolo[4,3-d]triazinone 9, Isothiazolo[4,3-d]pyrimidone und -[4,5-d]pyrimidone 10 bzw. 11, sowie Isothiazolo[4,5-b]pyridine 12 gewonnen.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919791012
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  • 2
    Electronic Resource
    Electronic Resource
    4-Aminoisoxazole durch Thorpe-Cyclisierung (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 1623-1629 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 4-Aminoisoxazoles by Thorpe CyclizationCyclization of α-(acylmethoxyimino)nitriles 1 in the presence of lithium hydroxide yields 5-acyl-4-aminoisoxazoles 2. Compounds 2f and 2a can be converted into the isoxazolo[4,3-d]pyrimidone 3 and the isoxazolo[4,5-b]pyridine 4.
    Notes: α-(Acylmethoxyimino)nitrile 1 cyclisieren in Gegenwart von Lithiumhydroxid zu 5-Acyl-4-amino-isoxazolen 2. Die Verbindungen 2f und 2a wurden zu Isoxazolo[4,3-d]pyrimidon 3 bzw. Isoxazolo[4,5-b]pyridin 4 umgesetzt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019801018
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  • 3
    Electronic Resource
    Electronic Resource
    Zur Synthese von 2-Acyl-3-aminofuranen durch Thorpe-Cyclisierung (1984)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1984 (1984), S. 1702-1710 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of 2-Acyl-3-aminofurans by Thorpe CyclizationThe substituted β-(acylmethoxy)acrylonitriles 2 and 11, obtainable by O-alkylation of β-cyanoketones with halomethyl ketones or by the reaction of α-hydroxymethyl ketones with β-chloro-α-cyanocinnamonitrile are cyclized in the presence of bases to yield 2-acyl-3-aminofurans 3 and 12. The phenacyl and acetonyl esters 5 and 8 of 2-(arylhydrazono)-2-cyanoacetic acid and 2-(anilinomethylene)-2-cyanoacetic acid, respectively, can be cyclized in the presence of triethylamine to form substituted 5-acyl-4-amino-2-furanones 6, 9.
    Notes: Die substituierten β-(Acylmethoxy)acrylnitrile 2 und 11, erhältlich durch O-Alkylierung von β-Cyanketonen mit Halogenmethylketonen oder von α-Hydroxymethylketonen mit β-Chlor-α-cyanzimtsäurenitril, cyclisieren basenkatalysiert zu 2-Acyl-3-aminofuranen 3 und 12. - Phenacyl- und Acetonylester 5 und 8 von 2-(Arylhydrazono)-2-cyanessigsäuren und der 2-(Anilinomethylen)-2-cyanessigsäure cyclisieren in Gegenwart von Triethylamin zu substituierten 5-Acyl-4-amino-2-furanonen 6, 9.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198419841010
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  • 4
    Electronic Resource
    Electronic Resource
    Synthesis of new substituted 1-(3-pyridyl)pyridinium salts and 3,4-diamino-2(1H)-pyridinones (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 787-791 
    Details
    ISSN: 0947-3440
    Keywords: Pyridines ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2-[(Chloroacetyl)amino]acrylonitriles 1 and 3-[(chloroacetyl)-amino]propionitriles 4 were allowed to react with pyridine to form the 1-(4-amino-3-pyridyl)pyridinium salts 3 and 1-(4-amino-5,6-dihydro-3-pyridyl)pyridinium salts 6. Dehydrogenation of 6 with bromine in glacial acetic acid afforded 1-(4-amino-3-pyridyl)pyridinium bromides 7. Treatment of 3 and 7 with hydrazine hydrate yielded the 3,4-diamino-2(1H)-pyridinones 8. Analogously to other ortho-diamines, the substituted [1,2,5]thiadiazolo[3,4-c]pyridin-4-one 10, [1,2,5]selenadiazolo[3,4-c]pyridin-4-one 11, and further derivatives were obtained from 8. N-(Chloroacetyl) derivatives of acetylacetoneimide 13 and 3-oxo-3-phenyl-2-(phenylhydrazono)propionamide 17 were treated with pyridine to give 1-(3-pyridyl)-pyridinium salts 14 and 18, respectively.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199505115
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  • 5
    Electronic Resource
    Electronic Resource
    4-Amino-3-pyridiniochinolin-2(1H)-on-chloride und 3,4-Diaminochinolin-2(1H)-one (1991)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 1237-1241 
    Details
    ISSN: 0009-2940
    Keywords: Quinolin-2(1H)-ones ; 4-amino-3-pyridinio- ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-Amino-3-pyridinioquinolin-2(1H)-one Chlorides and 3,4-Diaminoquinolin-2(1H)-onesN;-(Chloroacetyl)anthranilonitriles 1 react with the pyridines 2 to form the 4-amino-3-pyridinioquinolin-2(1H)-one chlorides 4, which are converted into the pyrido[1',2′ : 1,2]imidazo[5,4-c]- quinolin-6(5H)-ones 6 in the presence of sodium hydroxide or by cyclooxidation with bromine. Treatment of 4 with hydrazine hydrate yields the 3,4-diaminoquinolin-2(1H)-ones 9. Analogously to other o-diamines the substituted imidazo [4,5-c]- quinolinones 12, the pyrazino[2,3-c]quinolinones 13, 14, the 1,2,5-thiadiazolo[3,4-c]quinolin-4-one 15a and the 1,2,5-selena-diazolo[3,4-c]quinolin-4-one 15b are obtainable from 9a. With chloroacetyl chloride 9a provides the oxazino[2,3-b]quinolin-2-one 11.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19911240542
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