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  • 1
    Electronic Resource
    Electronic Resource
    s.l. : American Chemical Society
    Analytical chemistry 57 (1985), S. 493-495 
    ISSN: 1520-6882
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    s.l. : American Chemical Society
    The @journal of organic chemistry 55 (1990), S. 344-347 
    ISSN: 1520-6904
    Source: ACS Legacy Archives
    Topics: Chemistry and Pharmacology
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1077-1082 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese und Struktur von as-Triazinochinazolinen, IDie 3-(Methylthio)-6-R-1,2,4-triazin-5(2H)-one 1 - 6 wurden durch Cyclokondensation mit Anthranilsäure in die 3-R-2H-as-triazino[3.2-b]chinazolin-2,6(1H)-dione 8 - 13 übergeführt. Reaktion von 2-Methyl-3-(methylthio)-6-phenyl-1,2,4-triazin-5(2H)-on (23) mit Anthranilsäure ergab 1-Methyl-3-phenyl-2H-as-triazino[3,4-b]chinazolin-4,6(1H)-dion (29) über das Zwischenprodukt 26. N-Methylanthranilsäure setzte sich mit 2 und 5 zu den 11-Methyl-3-R-2H-as-triazino-[3,2-b]chinazolin-2,6(11H)-dionen 36 und 38 um.
    Notes: 3-(Methyltio)-6-R-1,2,4-triazin-5(2H)-ones 1 - 6 have been converted into the 3-R-2H-as-tri-azino[3,2-b]quinazoline-2,6(1H)-diones 8 - 13 upon cyclocondensation with anthranilic acid. Reaction of 2-methyl-3-(methylthio)-6-phenyl-1,2,4-triazin-5(2H)-one (23) with anthranilic acid gave 1-methyl-3-phenyl-2H-as-triazino[3,4-b]quinoazoline-4,69 (1H)-dione (29) via the intermediate 26. N-Methylanthranilic acid and 2 or 5 afforded the 11-methyl-3-R-2H-as-triazino[3,2-b]quinazoline-2,6(11H)-diones 36 and 38, respectively.
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 1083-1088 
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese und Struktur von as-Triazinochinazolinen, II1)Die 4-Amino-3-(methylthio)-6-R-1,2,4-triazin-5(4H)-one 6 - 10 ergaben bei der Umsetzung mit Anthranilsäure die 1-Amino-3-R-2H-as-triazino[3,2-b]chinazolin-2,6(1H)-dione 17 - 21 anstelle der erwarteten as-Triazino[3,4-b][1,3,4]benzotriazepine 12 - 16. Die Verbindungen 17 - 21 ließen sich zu 22 - 26 desaminieren. Erhitzen der N-Benzylidenderivate von 6 - 10 (27 - 31) mit Anthranilsäure führte unter Freisetzung von Benzonitril ebenfalls zu 22 - 26.
    Notes: 4-Amino-3-(methylthio)-6-R-1,2,4-triazin-5(4H)-ones 6 - 10 react with anthranilic acid to yield the 1-amino-3-R-2H-as-triazino[3,2-b]quinazoline-2,6(1H)-diones 17 - 21 rather than the expected as-triazino[3,4-b][1,3,4]benzotriazepines 12 - 16. Compounds 17 - 21 were deaminated into compounds 22 - 26. Heating of the N-benzylidene derivatives of 6 - 10 (27 - 31) with anthranilic acid also led to the formation of 22 - 26 with extrusion of benzonitrile.
    Additional Material: 1 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 815-817 
    ISSN: 0170-2041
    Keywords: Quinazolines, hydrazino- ; Triazoloquinazolines ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Condensation of 2-hydrazino-4(3H)-quinazolinone (1) with bielectrophilic reagents gives the corresponding triazoloquinazolines 8, the structures of which were established by selective synthesis through deamination of their N-amino derivatives. The synthesis of methyl-substituted derivatives of these angular tricyclic systems and their linear isomers was also achieved starting with 3-methyl- and 1-methyl-2-hydrazino-quinazolinone.
    Additional Material: 1 Tab.
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1990 (1990), S. 393-395 
    ISSN: 0170-2041
    Keywords: Thiosemicarbazones ; Thiocarbazones ; Thiazole derivatives ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The addition of thiosemicarbazones 1 to α-halo acids 2 is shown to give 2-hydrazino-2-thiazolin-4-ones 3 and not 3-substituted 2-imino-3-(methyleneimino)thiazolidin-4-ones 4. The independent synthesis of 2-thiazolin-4-one derivatives 3 is also described.
    Additional Material: 1 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 5 (1994), S. 321-325 
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of 3-mercapto-4-arylideneamino-1,2,4-triazoles 2b-d, 3a-d with ethyl bromoacetate and/or phenacyl bromide in hot DMF and triethylamine affords the stereochemically pure 7-acyl-6-aryl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines 4b-d, 5a-d, 6b,d in which the consecutive hydrogen atoms N(5)H-C(6)H-C(7)H are cis to each other. This stereochemistry was determined by 1H NMR spectroscopy and confirmed by comparison with the spectrum of 3,6-diphenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 10. The latter was prepared by NaBH4 reduction of 3,6-diphenyl-5H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 9. The reported reactions offer two interesting stereospecific syntheses of the condensed heterocyclic compounds.
    Additional Material: 2 Tab.
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  • 8
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 5 (1994), S. 97-101 
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Selective syntheses of triazino[4,3-a]quinazolines 3a-e and their isomeric triazino[3,2-b]quinazolines 4a-e by cyclization of the appropriate α-keto acid hydrazones 2a-e under different reaction conditions are described. The angular triazinoquinazolines 3a-e were readily rearranged to the corresponding linear isomers 4a-e when heated in acetic anhydride in the presence of sodium acetate. This rearrangement was proposed to proceed via the intermediate isomeric triazino[3,4-b]quinazolines 5a-e. The N-methyl derivative 10 (of the intermediate 5b) was prepared and rearranged to 11, which is the N-methyl derivative of 4b.
    Additional Material: 2 Tab.
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  • 9
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 6 (1995), S. 183-187 
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The coupling of 1,2-bis(o-hydroxybenzamido)ethane 1 with two equivalents of the appropriate arenediazonium chloride in aqueous sodium hydroxide afforded the corresponding 1,2-bis(2-hydroxy-5-arylazobenzoylamino)ethanes 4-6. The latter were converted to the corresponding dipotassium salts 7-9, which were reacted with the appropriate dihalo compound or ditosylate in boiling DMF to give the corresponding 14-17-membered macrocyclic bis-azo-crowndilactams 10-18 in 58-65% yields. Compound 14 was N-alkylated to give the corresponding N,N′-dibenzyl derivative 19.
    Additional Material: 2 Tab.
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  • 10
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 7 (1996), S. 215-219 
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Coupling of diazonium salts with ethyl sulfonylpyruvates 1-3 or arenesulfonylacetic acids 14,15 afforded good yields of the corresponding 1,5-symmetrically disubstituted-3-sulfonylformazans 4-11. The new sulfonyl macrocyclic crown formazans 25-32 were prepared by coupling of the appropriate bisdiazonium salts 22-24 with compounds 1-3 or 14,15. © 1996 John Wiley & Sons, Inc.
    Additional Material: 2 Ill.
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