Russian Chemical Bulletin

, Volume 48, Issue 4, pp 767–770 | Cite as

Thiocarbamoylation of amine-containing compounds

2. The reaction of tetramethylthiuram disulfide with 5-amino-2-mercaptobenzooxazole
  • Luu Van Boi
  • A. Zadorozhnyi
  • N. Barba
Organic Chemistry

Abstract

The reaction of 5-amino-2-mercaptobenzooxazole with tetramethylthiuram disulfide affordedN,N-dimethylthioureido-2-mercaptobenzooxazole, which was converted into 5-isothiocyanato-2-mercaptobenzooxazole under the action of AcCl, Ac2O, or HCl. Based on the latter compound, 4-(2-mercaptobenzooxazol-5-yl)thiosemicarbazide was synthesized, whose reactions with aldehydes and ketones yielded the corresponding thiosemicarbazones.

Key words

5-amino-2-mercaptobenzooxazole 2-mercaptobenzooxazole tetramethylthiuram disulfide N,N-dimethylthioureido-2-mercaptobenzooxazole 5-isothiocyanato-2-mercaptobenzooxazole 4-(2-mercaptobenzooxazol-5-yl)thiosemicarbazide 4-(2-mercaptobenzooxazol-5-yl)thiosemicarbazones thioureas 

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References

  1. 1.
    Luu Van Boi, I. Korzha, and N. Barba,Izv. Akad. Nauk, Ser. Khim., 1999, 743 [Russ. Chem. Bull., 1999,48, 739 (Engl. Transl.)].Google Scholar
  2. 2.
    A. Zadorojnii, N. Barba, I. Gucu, and L. V. Boi, inConferinta de chimie si inginerinchimica, Universitata Politehnica, Bucuresti, 1995, 529.Google Scholar
  3. 3.
    N. N. Mel'nikov,Pestitsidy. Khimiya, tekhnologiya i primenenie [Pesticides: Chemistry, Technology, and Application], Khimiya, Moscow, 1987, 794 pp. (in Russian).Google Scholar
  4. 4.
    Eur. Pat. Appl. 572893;Chem. Abstrs., 1994,120, 164158e.Google Scholar
  5. 5.
    M. A. Askarov, E. M. Shakirova, and I. N. Abduvaliev,Dokl. Akad. Nauk Uzb. SSR [Dokl. Acad. Sci. Uzb. SSR], 1978,10, 37 (in Russian);Chem. Abstrs., 1979,91, 40271z.Google Scholar
  6. 6.
    Swiss. Pat. 2374;Chem. Abstrs., 1976,85, 194078e.Google Scholar
  7. 7.
    Organic Syntheses, J. Wiley and Sons, New York-London, 1955, Coll. vol.3, 69.Google Scholar
  8. 8.
    Weygand-Hilgetag,Organischen-Chemischer Experimentierkunst, Leipzig, 1964.Google Scholar
  9. 9.
    Germ. Pat. 2259220;Chem. Abstrs., 1972,79, 78781.Google Scholar
  10. 10.
    N. Barba, M. Botnaru, I. Gutu, Liu Van Boi, and Hamdan Al-Ebaisat, inAnale stiintifice ale Universitatii de Stat din Moldova, Ser. “Stiinte reale,” Chisinau, 1997, 165.Google Scholar
  11. 11.
    USSR Inventor's Certificate No. 1643533;Byul. Izobr., 1991, 86 (in Russian).Google Scholar

Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • Luu Van Boi
    • 1
  • A. Zadorozhnyi
    • 2
  • N. Barba
    • 2
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation
  2. 2.Department of Organic ChemistryUniversity of MoldovaKishinevMoldova

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