Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VIII. Synthesis and Properties of N-[(3-Chloroadamantan-1-yl)methyl]-N′-(Fluoro, chlorophenyl)ureas and Symmetrical Bis-ureas
A new procedure has been proposed for the synthesis of 3-chloroadamantan-1-ylmethyl isocyanate starting from 2-(3-chloroadamantan-1-yl)acetic acid. Reactions of 3-chloroadamantan-1-ylmethyl isocyanate with fluoro- and chloroanilines and alkane-α,ω-diamines afforded two series of N , N ′-disubstitute...
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| Veröffentlicht in: | Russian journal of organic chemistry 2021-03, Vol.57 (3), p.327-337 |
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| container_title | Russian journal of organic chemistry |
| container_volume | 57 |
| creator | Danilov, D. V. Burmistrov, V. V. Kuznetsov, Ya. P. D’yachenko, V. S. Rasskazova, E. V. Butov, G. M. |
| description | A new procedure has been proposed for the synthesis of 3-chloroadamantan-1-ylmethyl isocyanate starting from 2-(3-chloroadamantan-1-yl)acetic acid. Reactions of 3-chloroadamantan-1-ylmethyl isocyanate with fluoro- and chloroanilines and alkane-α,ω-diamines afforded two series of
N
,
N
′-disubstituted ureas containing a 3-chloroadamantan-1-yl substituent in 53–94% yields. The synthesized ureas are promising as inhibitors of human soluble epoxide hydrolase. |
| doi_str_mv | 10.1134/S1070428021030027 |
| format | Article |
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N
,
N
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N
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| language | eng |
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| source | Springer Nature - Complete Springer Journals |
| subjects | Acetic acid Alkanes Chemistry Chemistry and Materials Science Diamines Isocyanates Organic Chemistry Ureas |
| title | Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: VIII. Synthesis and Properties of N-[(3-Chloroadamantan-1-yl)methyl]-N′-(Fluoro, chlorophenyl)ureas and Symmetrical Bis-ureas |
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