537653-10-4Relevant academic research and scientific papers
Facile Biginelli-type reactions catalysed by super acidic ionic liquid under solvent-free conditions
Wang, Liang,Zhou, Min,Chen, Qun,He, Ming-Yang
, p. 712 - 714 (2013/02/23)
[MeC(OH)2]+ClO4-?as a super acidic ionic liquid is an extremely active catalyst for Biginelli-type reactions. The present method is especially effective for the inactive aliphatic aldehydes. The solvent-free conditions, high catalytic activity, wide substrates tolerance and convenient product isolation make the protocol more advantageous.
Synthesis and reactions of some new 2,3-dihydro-5H-5,7-diarylthiazolo-[3,2-a]pyrimidine-3-one derivatives and their antibacterial and fungicidal activity
Salama,El-Essa
, p. 173 - 179 (2007/10/03)
Arylmethylene acetophenone derivatives (chalcones) Ia-d react with thiourea in glacial acetic acid CH3COOH/Ac2O in the presence of anhydrous sodium acetate to yield 1,4-dihydro-4,6-diarylpyrimidine-2-thione 2a-d which on treatment with chloroacetic acid furnish 2,3-dihydro-5H-5,7-diaryl thiazolo[3,2-a]pyrimidine-3-one derivatives 3a-d. Compounds 3a-d on condensation with aromatic aldehydes yield 2(arylmethylene)-2,3-dihydro-5H-5,7-diaryl-thiazolo[3,2-a]pyrimidine-3-one derivatives 4a-f. Also compounds 4a-d have been prepared directly from 2a,b by the reaction with chloroacetic acid and the aromatic aldehyde. Coupling of 3a-d with aryl diazonium salts in pyridine yields 2-(aryl hydrazo)-2,3-dihydro-5,7-diaryl- 5H-thiazolo[3,2-a]pyrimidine-3-ones 5a-f. Compounds 2a-d on reaction with 2-bromopropionic or 3-bromopropionic acid give 2,3-dihydro-2-methyl-5H-5,7-diaryl-thiazolo[3,2-a]pyrimidine-3-one 6a-d and 2,3-dihydro-6H-6,8-diaryl-pyrimido- [3,2-b]-1,3-thiazin-4-ones 7a-d respectively. A number of 3,4-dihydro-4,6-diaryl pyrimidine-2yl-thio)acetahydrazide 8a-c, 2-(3,4-dihydro-4,6-d[aryl-pyrimidine-2yl-thio)acetanilide derivatives 8d-g, 2-(3,4-dihydro-4,6-diaryl-pyrimidine-2yl-thio)- propionylhydrazide 9a-c, 2-(3,4-dihydro-4,6-diaryl-pyrimidine-2yl-thio)propionylanilide 9d-f and 3-(3,4-dihydro-4,6-diaryipyrimidine-2yl-thio)propionamide 10a-e derivatives are readily obtained in good yield by the action of the corresponding amines on compounds 3, 6 or 7 successively. The anilide 8d also has been obtained by the reaction of compound 2a with chloroacetanilide.
