Synthesis and Properties of 1,3-Disubstituted Ureas and Its Isosteric Analogs Containing Polycyclic Fragments: XVIII. 1-[2-(Adamantan-2-yl)ethyl]-3-R-Ureas and Thioureas

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Abstract

Methods for the preparation of 1-[2-(adamantan-2-yl)ethyl]-3-R-ureas and thioureas by the reaction of 2-(adamantan-2-yl)ethylamine with aromatic isocyanates and isothiocyanates with 36–87% yields were developed. It was found that the displacement of the ethylene bridge from the 1st to the 2nd position of the adamantyl radical does not significantly affect the value of log P and melting points of the corresponding compounds.

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About the authors

V. V. Burmistrov

Volgograd State Technical University (VSTU)

Author for correspondence.
Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-8547-9166
Russian Federation, Volgograd

D. M. Zapravdina

Volgograd State Technical University (VSTU)

Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-8654-2382
Russian Federation, Volzhsky

E. N. Savelyev

Volgograd State Technical University (VSTU)

Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-1937-768X
Russian Federation, Volgograd

B. S. Orlinson

Volgograd State Technical University (VSTU)

Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-4710-4718
Russian Federation, Volgograd

G. M. Butov

Volgograd State Technical University (VSTU); Volzhsky Polytechnic Institute (branch) VSTU

Email: butov@post.volpi.ru
ORCID iD: 0000-0002-0839-4513
Russian Federation, Volgograd; Volzhsky

I. A. Novakov

Volgograd State Technical University (VSTU)

Email: vburmistrov@vstu.ru
ORCID iD: 0000-0002-0980-6591
Russian Federation, Volgograd

References

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Supplementary files

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2. Compounds containing 2-(adamantan-2-yl)ethyl fragments exhibiting biological activity

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3. Scheme 1

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4. Scheme 2

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5. Scheme 3

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