One-step conversion of 2-amino-N'-arylbenzamidines into 3-aryl-4-imino-3,4-dihydroquinazoline-2-carbonitriles using 4,5-dichloro-1,2,3-dithiazolium chloride.

@article{Mirallai2013OnestepCO,
  title={One-step conversion of 2-amino-N'-arylbenzamidines into 3-aryl-4-imino-3,4-dihydroquinazoline-2-carbonitriles using 4,5-dichloro-1,2,3-dithiazolium chloride.},
  author={Styliana I. Mirallai and Manolis J Manos and Panayiotis A. Koutentis},
  journal={The Journal of organic chemistry},
  year={2013},
  volume={78 19},
  pages={
          9906-13
        }
}
2-Amino-N'-arylbenzamidines react with 4,5-dichloro-1,2,3-dithiazolium chloride (Appel salt) in the presence of Hünig's base (2 equiv) to give in one step 3-aryl-4-imino-3,4-dihydroquinazoline-2-carbonitriles in 53-81% yields. Nine examples are presented along with the single-crystal X-ray structure of 4-imino-3-phenyl-3,4-dihydroquinazoline-2-carbonitrile. Furthermore, the behavior of the latter toward both acid and base hydrolysis is investigated. All new compounds are fully characterized… CONTINUE READING
BETA

Tables from this paper.

References

Publications referenced by this paper.
SHOWING 1-7 OF 7 REFERENCES

, 14 , 1966 - 1977 ; ( c )

  • M. Decker
  • Bioorg . Med . Chem .
  • 2006

" SHELXL 97 - A program for the refinement of crystal structure " , University of Göttingen , Germany . 34 Farrugia

  • G. M. Sheldrick
  • J . Appl . Cryst .
  • 1994

SHELXL97-A program for the refinement of crystal structure

  • G. M. Sheldrick
  • J. Appl. Cryst
  • 1994

Chief: Patai, S.)

  • Schaefer, F. C. ed
  • New York,
  • 1989

( ed . in Chief : Patai , S . )

  • F. C. Schaefer
  • The Chemistry of the Cyano Group

Russ

  • L. S. Konstantinova, O. A. Rakitin

Similar Papers

Loading similar papers…