80955-81-3

Upstream product

• 80947-65-5 6-(4-Chloro-phenylsulfanyl)-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 
• 80947-55-3 6-(4-Chloro-phenylsulfanyl)-3-phenyl-1H-pyrimidine-2,4-dione 
• 106-54-7 p-Chlorothiophenol 
• 5759-75-1 6-chloro-3-phenylpyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

Synthesis and Properties of 1-Benzothiopyranopyrimidine-2,4-(3H)diones (10-Thia-5-deazaflavins)

Treatment of 6-arylthiouracils with the Vilsmeier reagent (dimethylformamide-phosphorus oxychloride) gave the corresponding 6-arylthio-5-formyluracils, which could alternatively be prepared by the condensation of 6-chloro-5-formyluracils with thiophenols.Dehydrative cyclization of the above 5-formyluracils with polyphosphoric acid gave 1-benzothiopyranopyrimidine-2,4-(3H)diones (10-thia-5-deazaflavins).These 10-thia-5-deazaflavins oxidized alcohols to give the corresponding carbonyl compounds with the aid of strong base, and they were hydrogenated to 1,5-dihydro-10-thia-5-deazaflavins.Treatment of 10-thia-5-deazaflavins with the concentrated aqueous potassium hydroxide led to the exclusive formation of 1,5-dihydro-10-thia-5-deazaflavins and 1,5-dihydro-10-thia-5-deazaflavins-5-ones via intermolecular oxidation-reduction (disproportionation) between initially formed 1,5-dihydro-5-hydroxy-10-thia-5-deazaflavins and unchanged 10-thia-5-deazaflavins.