511309-27-6

Upstream product

• 79-11-8 chloroacetic acid 
• 381188-86-9 6-(4-bromo-phenyl)-4-phenyl-3,4-dihydro-1H-pyrimidine-2-thione 
• 72758-69-1 (E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one 
• 911237-87-1 C₁₆H₁₁BrN₂S 

Relevant academic research and scientific papers

Behaviour of 4,6-diaryl-2(1H) pyrimidine-2-thiones towards some electrophiles and nucleophiles

4,6-DIARYl-1,2-dihydro-2(1H)-pyrimidine-2-thiones (1a,b) were ....used for the synthesis of several new pyrimidine derivatives. They were further subjected to hetero ring anellation affording isoxazolo [4,5-d] thiazolo [2,3-A] pyrimidine (5,6) and isoxazolo [4,5-d] thiazino [2,3-A] pyrimidines (11,12). Biological evaluation of some of the prepared compounds revealed promising antimicrobial activity.

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

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.