Synthesis of 2‐imino‐7‐methyl‐2,3‐dihydroimidazo[1,2‐ a ]‐pyrimidin‐5(1 H )‐ones and their reactions with nucleophiles | Zendy

Jakubkiene Virginija | Zendy; Kacnova Zana | Zendy; Burbuliene Milda M. | Zendy; Vainilavicius Povilas | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthesis of 2‐imino‐7‐methyl‐2,3‐dihydroimidazo[1,2‐ a ]‐pyrimidin‐5(1 H )‐ones and their reactions with nucleophiles

Author(s) -

Jakubkiene Virginija,

Kacnova Zana,

Burbuliene Milda M.,

Vainilavicius Povilas

Publication year - 2008

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.5570450522

Subject(s) - chemistry , acetonitriles , sodium methoxide , tautomer , benzylamine , methanol , medicinal chemistry , nucleophile , pyrimidine , ammonium chloride , ammonium , hydrolysis , base (topology) , catalysis , stereochemistry , organic chemistry , acetonitrile , mathematical analysis , mathematics

[2‐Alkylthio‐6‐methyl‐4‐oxopyrimidin‐3(4 H )‐yl]acetonitriles ( 3‐5 ) treated with sodium methoxide in methanol followed by ammonium chloride were cyclized to 2‐imino‐7‐methyl‐2,3‐dihydroimidazo[1,2‐ a ]‐pyrimidin‐5(1 H )‐ones ( 6‐8 ). Under acid or base‐catalyzed hydrolysis they were converted to 7‐methyl‐imidazo[1,2‐ a ]pyrimidine‐2,5‐[1 H ,3 H ]‐diones ( 9‐11 ), whereas in the reaction with butyl‐ or benzylamine the corresponding 7‐methyl‐2‐(substitutedamino)imidazo[1,2‐ a ]pyrimidin‐5(3 H )‐ones ( 13‐18 ) were produced. The latter were found to exist in two tautomeric forms in CDCl 3 solution.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research