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Volumn 41, Issue 18, 2000, Pages 3447-3451

Efficient syntheses of a novel 5-thia-1-azacycl[3.3.2]azine ring system and 3H-1,4-diazacycl[3.3.2]azine derivatives

Author keywords

3 (trichloroacetyl)imidazo 1,2 a pyridine; 3H 1,4 diazacycl 3.3.2 azine; 4,5,dihydro 3H 1,4,8b triazaacenaphthylen 3 one; 4,5 dihydro 3H 1,4,8b triazaacenaphthylene 3,5 dione; 5 thia 1,8b diazaacenaphthylene; 5 thia 1 azacycl 3.3.2 azine

Indexed keywords

ACENAPHTHENE DERIVATIVE; CYCLAZINE DERIVATIVE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034728897     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00426-3     Document Type: Article
Times cited : (16)

References (39)
  • 1
    • 0010531792 scopus 로고
    • (a) Weissberger, A.; Taylor, E. C., Eds.; John Wiley: New York
    • (a) Taurins, A. In The Chemistry of Heterocyclic Compounds; Weissberger, A.; Taylor, E. C., Eds.; John Wiley: New York, 1977; Vol. 30, pp. 245-270.
    • (1977) In the Chemistry of Heterocyclic Compounds , vol.30 , pp. 245-270
    • Taurins, A.1
  • 2
    • 0006645741 scopus 로고
    • (b) Katritzky, A. R.; Boulton, A. J., Eds.; Academic Press: New York
    • (b) Flitsch, W.; Krämer, U. In Advances Heterocyclic Chemistry; Katritzky, A. R.; Boulton, A. J., Eds.; Academic Press: New York, 1978; Vol. 22, pp. 321-365.
    • (1978) Advances Heterocyclic Chemistry , vol.22 , pp. 321-365
    • Flitsch, W.1    Krämer, U.2
  • 3
    • 0000218749 scopus 로고
    • (c) Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press, Oxford
    • (c) Flitsch, W. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R.; Rees, C. W., Eds.; Pergamon Press, Oxford, 1984; Vol. 4, pp. 478-495.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 478-495
    • Flitsch, W.1
  • 22
    • 0343569302 scopus 로고    scopus 로고
    • Compound 4 was prepared by treatment of 5-mercaptoimidazo[1,2-a]pyridine with ethyl bromoacetate in the presence of triethylamine in ethanol at room temperature in 95% yield
    • Compound 4 was prepared by treatment of 5-mercaptoimidazo[1,2-a]pyridine with ethyl bromoacetate in the presence of triethylamine in ethanol at room temperature in 95% yield.
  • 26
    • 0343133369 scopus 로고    scopus 로고
    • About 45% of 4 (as 4·HCl) was recovered. The resulting 4·HCl in the reaction would not undergo formylation at C(3) with the Vilsmeier's reagent due to low electron density at the C(3) position
    • About 45% of 4 (as 4·HCl) was recovered. The resulting 4·HCl in the reaction would not undergo formylation at C(3) with the Vilsmeier's reagent due to low electron density at the C(3) position.
  • 27
    • 0343133368 scopus 로고    scopus 로고
    • 3; Rw=0.106. Final crystallographic coordinates, bond distances, bond angles, structure factors, and thermal parameters have been deposited with, and can be ordered from, the Cambridge Crystallographic Data Centre
    • 3; Rw=0.106. Final crystallographic coordinates, bond distances, bond angles, structure factors, and thermal parameters have been deposited with, and can be ordered from, the Cambridge Crystallographic Data Centre.
  • 31
    • 0342263885 scopus 로고    scopus 로고
    • Compound 6 was prepared by treatment of 5-mercaptoimidazo[1,2-a]pyridine with bromoacetaldehyde dimethyl acetal in the presence of N,N-diisopropyl-N-ethylamine in ethanol in 70%
    • Compound 6 was prepared by treatment of 5-mercaptoimidazo[1,2-a]pyridine with bromoacetaldehyde dimethyl acetal in the presence of N,N-diisopropyl-N-ethylamine in ethanol in 70%.
  • 33
    • 0342263884 scopus 로고    scopus 로고
    • Compound 9 was prepared by treatment of 8 with acetic anhydride in the presence of DMAP in acetonitrile in 95%
    • Compound 9 was prepared by treatment of 8 with acetic anhydride in the presence of DMAP in acetonitrile in 95%.
  • 34
    • 0342698956 scopus 로고    scopus 로고
    • 2S: C, 62.05; H, 3.47; N, 16.08. Found: C, 62.05; H, 3.47; N, 16.09
    • 2S: C, 62.05; H, 3.47; N, 16.08. Found: C, 62.05; H, 3.47; N, 16.09.
  • 35


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.