Diazotization and Coupling Reactions of Ethyl 3-amino-1H-pyrazole-4-carboxylate;Synthesis of some Pyrazolozaines

3-아미노-1H-피라졸-4-카르복실산 에틸의 디아조화와 결합반응;피라졸로아진의 합성

  • Youssef, Ayman M.S. (Chemistry Department, Faculty of Science, Cairo University) ;
  • Faty, Rasha A.M. (Chemistry Department, Faculty of Science, Cairo University) ;
  • Youssef, Mohamed M. (Chemistry Department, Faculty of Science, Cairo University)
  • Published : 20011000

Abstract

Pyrazoloazines are extremely useful in agriculture and medicine. The main objective of this article is to synthesize some new pyrazoloazines. Ethyl 3-amino-1H-pyrazole-4-carboxylate undergoes diazotization, couples with activated methylene compounds and cyclizes to form pyrazolo[5,1-c][1,2,4]tri-azine derivatives. The title compound also reacts with $\alpha$-substituted cinnamonitriles to produce pyrazolo[1,5-a]pyrimidine derivatives. Structures of newly synthesized compounds are established via chemical and spectral methods.

피라졸로아진은 농업이나 의약품에서 매우 유용한 화합물등이다. 본 논문에서는 몇 가지 새로운 피라졸로아진의 합성을 보고하고자 한다. 표제 화합물인 3-아미노-1H-피라졸-4-카복실산 에틸을 다이아조화한 후 활성화된 메틸렌 화합물들과 반응시키고 고리화하여 피라졸로[5,1-c][1,2,4]트라이아진 유도체들을 합성하였다. 또한 표제 화합물을 $\alpha$-치환된 신남나이트릴과 반응시켜 피라졸로[1,5-a]피리미딘 유도체들을 합성하였다. 새로 합성된 화합물들의 구조는 화학적 방법과 분광학적 방법을 사용하여 확립하였다.

Keywords

References

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