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  • 1
    Electronic Resource
    Electronic Resource
    4-Amino-imidazole durchThorpe-Cyclisierung (1976)
    Springer
    Monatshefte für Chemie 107 (1976), S. 1413-1421 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The alkylation of arylaminomethylenecyanamides1 or cyano-imidothiocarbamates2 with α-halogen carbonyl compounds followed by base catalysed cyclization yields substituted 4-amino-imidazoles4. Imidazo[4,5-d]pyrimidones5, 6 and imidazo[4,5-b]pyridines7 can be obtained from4.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01153919
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  • 2
    Electronic Resource
    Electronic Resource
    4-Amino-1-arylpyrazole durchThorpe-Cyclisierung (1977)
    Springer
    Monatshefte für Chemie 108 (1977), S. 611-616 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract α-Arylhydrazononitriles1 react with α-halogen carbonyl compounds in presence of K2CO3 to yield substituted4-amino-1-aryl-pyrazoles3. Pyrazolo[4,3-d]pyrimidines, pyrazolo[4,3-d]oxazinones and substituted 4-aminopyrazolecarboxylic acids can be obtained from3; the carboxyl group in the 5-position can be removed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00912807
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  • 3
    Electronic Resource
    Electronic Resource
    Zur Synthese von 4-Aminochinolinen durch intramolekulareFriedel—Crafts-Reaktion (1978)
    Springer
    Monatshefte für Chemie 109 (1978), S. 527-535 
    Details
    ISSN: 1434-4475
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Treatment of arylaminomethylene-malononitriles,-cyanoacetamides and-ω-cyanoacetophenones with AlCl3 yields substituted 4-aminoquinolines2, while quinolin-4-ones3 are obtained from ethyl arylaminomethylene cyanoacetates. N-β-naphthylcyanoacetamide reacts in the presence of AlCl3 to form 1-amino-3-benzo[f]quinolinone (6). Isothiazolo[4,3−c]quinolines (10) and pyrimido[5,4−c]quinolines (11, 12) can be obtained from2. 4-Aminoquinoline-3-carboxylic acids derived from2, can be decarboxylated.3 are cyclized to form oxazino[5,6−c]-quinolinones (4).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00912769
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  • 4
    Electronic Resource
    Electronic Resource
    Cyclisierung von 3-Acylmethylthio-4-cyan-2H-isothiazol-5-thionen (1983)
    Springer
    Monatshefte für Chemie 114 (1983), S. 999-1003 
    Details
    ISSN: 1434-4475
    Keywords: 3-Alkylthio-2H-isothiazole-6-thione-4-carbonitriles ; 3,5-Dimethylene-1,2,4-trithiolanes ; Thiazolo[3,2-b]isothiazole-6-thione ; Thiazolo[3,2-b] isothiazoliumsalt
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The title compounds2 cyclize on mild conditions to the intermediate 7-cyano-thiazolo[3,2-b]isothiazole-6-thiones3 which are converted immediately into the 1,2,4-trithiolane-3,5-diylidene-(thiazole-2-yl)-acetonitriles4 accompanied by extrusion of sulphur. The cyclization of the 4-cyano-5-methylthio-3-phenacylthio-isothiazole (6) yields the 7-cyano-6-methylthio-thiazolo[3,2-b] isothiazoliumsalt7 which undergoes reductive ring opening by hydrazine hydrate to yield methyl (4-phenyl-thiazolin-2-ylidene)-cyanodithioacetate (8).
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00799959
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  • 5
    Electronic Resource
    Electronic Resource
    Zur Chemie der 4-Aminothiazolin-2-thione (1981)
    Springer
    Monatshefte für Chemie 112 (1981), S. 1393-1404 
    Details
    ISSN: 1434-4475
    Keywords: 4-Aminothiazoline-2-ylidennitriles ; 4-Aminothiazolin-2-one-hydrazones ; 2,4-Diaminothiazoles ; 2,4-Diamino-thiophenes ; Pyrrolo[2,1-b]thiazoles ; Thorpe-Cyclization
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract 4-Aminothiazolin-2-one-hydrazones3 are obtained by succesive treatment of the title compound1 with dimethyl sulfate and hydrazinehydrate. The rearrangement of 4-aminothiazolin-2-ylidenmalononitrile7 derived from1 yields the 2,4-diamino-thiophene derivatives8. Analogously, the 4-aminothiazolin-2-yliden-cyanamides10 react to form the substituted 2,4-diaminothiazoles11. Succesive reaction of the ethyl (4-amino-2-thioxo-thiazolinyl-3)-acetates12 with dimethyl sulfate and malononitrile yields the 3,6-diamino-pyrrolo[2,1-b]-thiazoles14.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00900005
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  • 6
    Electronic Resource
    Electronic Resource
    Substituierte 3-Amino-thiophene und 3-Amino-selenophene aus β-Chlor-α-cyan-zimtsäurenitril (1992)
    Springer
    Monatshefte für Chemie 123 (1992), S. 455-459 
    Details
    ISSN: 1434-4475
    Keywords: 3-Amino-thiophenes ; 3-Amino-selenophenes ; α-Chlorocarbonyl compounds ; β-Chloro-α-cyan-cinnamonitrile ; α-Oxo-thioles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary β-Chloro-α-cyano-cinnamonitrile (1) reacts in one step with α-oxo-thioles3 or successively with sodium sulphide and α-chlorocarbonyl compounds4 to form the 5-substituted 4-amino-2-phenyl-thiophene-3-carbonitriles5. Analogously, the successive reactions of β-chloro cinnamonitrile1 with sodium selenide — produced in situ from selene and sodium boronhydride — and α-chlorocarbonyl compounds4 yields the 5-substituted 4-amino-2-phenyl-selenophene-3-carbonitriles6.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00817601
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesen von 4-Amino-thieno[2,3—b]pyridinen (1979)
    Springer
    Monatshefte für Chemie 110 (1979), S. 1189-1196 
    Details
    ISSN: 1434-4475
    Keywords: 2-Aminothiophenes ; 2-Aminothiophene-3-carbonitriles ; 4-Amino-thieno[2,3-b]pyridines ; 4-Amino-thieno[2,3-b]pyridones-(6) ; β-[Thienyl-(2)-amino-acrylonitriles]
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The Cyclization of 2-(1,1-dicyanovinylamino)-thiophenes2 by treatment with AlCl3 yield 4-amino-5-cyano-thieno[2,3-b]pyridines3. 2-(1-acylvinyl-amino)-3-cyano-thiophenes7, obtainable from 2-amino-3-cyano-thiophenes and β-diketones, react in the presence of AlCl3 to form 4-acylamino-thieno[2,3-b] pyridines8. This reaction is connected with the transfer of the acyl group from C- to the N-atom. 4-Amino-5-cyano-thieno[2,3-b]pyridones-(6)11 are synthesized from 2-amino-3-cyano-thiophenes and ethyl cyano acetate in the presence of sodium ethoxide.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00910965
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  • 8
    Electronic Resource
    Electronic Resource
    Zur Ringumwandlung von 2-Amino-thiophen-3-carbonsäureestern: Pyridon- und Pyridazinon-Derivate (1988)
    Springer
    Monatshefte für Chemie 119 (1988), S. 985-992 
    Details
    ISSN: 1434-4475
    Keywords: 2-Aminothiophene-3-carboxylic acid derivatives ; 1-Amino-2-pyridone ; 1,2-Dihydro-2-oxo-pyridine-5-thioles ; Pyridazin-6(1H)-one
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Whereas treatment of the ethyl 5-acetyl-2-amino-4-methyl-thiophene-3-carboxylate (1) with potassium hydroxide yields the 2-hydroxy-thiophene-3-carbonitrile4 its hydrazone2 is converted into the 1-amino-5-mercapto-2-pyridone derivative6. The transformation of the 2-amino-5-phenylazo-thiophene derivative9 by potassium hydroxide yields the substituted 3-mercapto-pyridazin-6(1H)one10, with sodium ethoxide the 5-phenylhydrazono-2-oxo-thiolen-3-carbonitrile11 is formed. From6 the 5-mercapto-2-pyridone derivatives7 d,e can be obtained.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00810107
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  • 9
    Electronic Resource
    Electronic Resource
    Zur Synthese und Struktur von 8-Nitro-imidazo [1,2-a]pyridinen (1991)
    Springer
    Monatshefte für Chemie 122 (1991), S. 959-966 
    Details
    ISSN: 1434-4475
    Keywords: Chlormethylene malononitriles ; Nitromethylenimidazolines ; 3-Chloro-2-propeniminium salts ; 8-Nitro-imidazo[1,2 a]-pyridines ; 4-Nitro-pyrido[1,2-a]benzimidazoles ; 1H/1H-,1H/13C-2D-NMR
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The title compounds were synthesized by reaction of nitroketene aminals with β-chlorovinylcarbonyl compounds. The chloromethylene malononitriles1 react with nitromethylenimidazolin (2 a) and -benzimidazoles2 b to yield the 8-nitro-2,3-dihydroimidazo[1,2-a]pyridines3 and the 4-nitropyrido[1,2-a]-benzimidazoles6, both containing an amino group. Analogously, from the special 3-chloro-2-propeniminium salt7 and2 a the imidazopyridine derivative9 was formed. The 3-aryl-3-chloro-2-propeniminium salts10 were converted into the nitro-dihydroimidazo[1,2-a]pyridines11 and the pyrido[1,2-a]benzimidazole12 containing the aryl group by reaction with2 a and2 b, respectively. The structures were investigated by 2-dimensional1H/13C-NMR-spectroscopy.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00823426
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  • 10
    Electronic Resource
    Electronic Resource
    Synthese und Reaktionen von 2-Amino-1-aryl-5-oxo-Δ2-pyrrolin-3-carbonitrilen (1989)
    Springer
    Monatshefte für Chemie 120 (1989), S. 315-322 
    Details
    ISSN: 1434-4475
    Keywords: 2-Amino-pyrroline-3-carbonitriles ; α-Chloro acetanilides ; 2,3-Dihydropyrrolo[2,3-b]pyridines ; Malononitrile ; Thieno[3,2-c]pyrrolo[1,2-a]pyrimidines
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The reaction of malononitrile with α-chloro acetanilides1 in presence of potassium carbonate yields the 1-aryl-5-oxo-Δ2-pyrrolin-3-carbonitriles2, in presence of triethylamine the 4,6-diamino-1-aryl-2-oxo-2,3-dihydropyrrolo[2,3-b]pyridin-5-carbonitriles3 are formed. From 2-chloroacetylamino-benzencarbonitrile and malononitrile the 5-amino-1-oxo-1,2-dihydropyrrolo[1,2-a]chinazolin-3-carbonitrile (4) arise. Analogously from the 2-chloroacetylamino-thiophen-3-carbonitries5 the 7,8-dihydro-thieno[3,2-e]pyrrolo[1,2-a]pyrimidine derivatives6 are obtainable. Hydrolysis of2 a by treatment with hydroxide or acid, respectively, yields the 1,1,2-ethanetricarboxylic acid and derivatives9 a,b. Phenyldiazonium salt reacts with2 to form the triazene 7 only.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00811744
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