Nitrogen bridgehead compounds. Part  19  . Synthesis of polymethylenepyrimidin‐4‐ones | Zendy

Kökösi József | Zendy; Szász György | Zendy; Hermecz István | Zendy; Mészáros Zoltán | Zendy; CsákváriPongor Marianne | Zendy; Tóth Gábor | Zendy

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Nitrogen bridgehead compounds. Part 19 . Synthesis of polymethylenepyrimidin‐4‐ones

Author(s) -

Kökösi József,

Szász György,

Hermecz István,

Mészáros Zoltán,

CsákváriPongor Marianne,

Tóth Gábor

Publication year - 1982

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570190439

Subject(s) - chemistry , methylene , nuclear magnetic resonance spectroscopy , pyrimidinones , spectroscopy , deuterium , nitrogen , medicinal chemistry , stereochemistry , organic chemistry , physics , quantum mechanics

Reaction of five‐, six‐, seven‐, and eight‐membered cyclic amidines ( 1 n = 0‐3) with diethyl ethoxy‐methylenemalonate ( 2 ) yields isomeric 2,3‐polymethylene‐4(3 H ]‐ and 1,2‐polymethytlene‐4(1 H )‐pyrimidinones ( 3 and 4 ) respectively, n = 0‐3). With 2‐aminopyrroline the isomer ratio was dependent upon the reaction conditions. The structure of the isomers 3 and 4 was studied by uv, ir and 1 H‐nmr spectroscopy. Both isomers contain an active methylene group which can be deuterated. Deuteration was investigated with 1 H‐nmr spectroscopy.

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