Archives of Pharmacal Research

  • 제17권6호
  • /
  • Pages.411-414
  • /
  • 1994
  • /
  • 0253-6269(pISSN)
  • /
  • 1976-3786(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

Heterocyclic Synthesis with Nitriles: New Routes for Synthesis of Pyridazines, Pyridines and their Fused Derivtives

  • Negm, Abdalla-M. (Chemistry Department, Faculty of Science, Cairo University) ;
  • Abdelrazek, Fathy-M. (Chemistry Department, Faculty of Science, Cairo University) ;
  • Elnagdi, Mohamed-H. (Chemistry Department, Faculty of Science, Cairo University) ;
  • Shaaban, Lina-H. (Chemistry Department, Faculty of Science, Cairo University)
  • 발행 : 1994.12.01
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초록

Phenylazocyanothioacetamide 1 reacts with malononitrile to afford the pyridinethione 4 which reacts with phenacylbromide to yield the pyridine-S-phenacyl derivative 6, 1 reacts with ethyl cyanoacetate to yield the pyridazine derivative, 8, and with phenacyl bromide to afford the N-phenacyl derivative 11, instead of the thiazole 10. Compound 11 afforded the pyrazolopyridine 13 on reaction with malononitrile while 10 was obtained on coupling of the thiazole 14 with diazotised aniline. Compound 10 reacts with malononitrile to afford the thizaolyl pyridazine 15. Compound 1 reacts with malononitrile dimer to afford the pyriodopyridazine derivative 17a. 1 reacts also with active methylene heterocycies to afford the pyrazolo and thiazolo-fused phridazines 20 and 23 respectively.

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참고문헌

  1. Arch Pharm. v.325 Synthesis of novel thieno-[2,3-d]pyrimidine, thieno-[2,3-b]pyridine and thiazolo[3-2,a]thieno[2.3-d]-pyrimidine derivatives and their effect of the production of Mycotosin Abdelrazek,F.M.;Salah,A.M.;Elbazza,Z.E.
  2. Tetrahedron v.45 no.11 Studies on alkyheteroaromatic compounds. The reactivity of polyfunctionally substituted azines towards electrophilic reagents Elnagdi,M.H.;Abdelrazek,F.M.;Ibrahim,N.S.;Erian,A.W.
  3. J. Chem. Res. no.s Studies with polyfunctionally substituted heterocycles., Sythesis of new thiopyrans, pyridines, pyrans and their fused derivatives with other ring systems Elnagdi,M.H.;Ghozlan,S.A.S.M.;Abdelrazek,F.M.;Seliem,M.A.
  4. Tetrahedron v.42 Cyanothioacetamide in heterocyclic synthesis A novel synthesis of 2-pyridothione derivatives Fanmy,S.M.;Mohareb,R.M.
  5. Heterocycles v.24 no.9 Nitriles in heterocyclic synthesis., New youte for the synthesis of pyridine and pyrido[2,3-d]pyridazine derivatives Kandeel,Z.E.;Abdelrazek,F.M.;Elnagdi,M.H.;Torgoman,A.M.
  6. J. Prakt. Chem. v.316 Zur chemie des 4-phenylthiazolyl-(2)-acetonitrils Schafer,H.;Gewald,K.