55377-22-5

Upstream product

• 15761-83-8 5-phenyluracil 
• 77-78-1 dimethyl sulfate 
• 7033-39-8 5-bromo-1,3-dimethyluracil 
• 71-43-2 benzene 
• 591-50-4 iodobenzene 
• 40738-83-8 5-iodo-1,3-dimethyluracil 
• 116659-61-1 5-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 62-53-3 aniline 
• 874-14-6 1,3-dimethyluracil 
• 108-86-1 bromobenzene 
• 101-97-3 Ethyl 2-phenylethanoate 
• 31217-00-2 5-chloro-1,3-dimethyluracil 
• 369-57-3 benzenediazonium tetrafluoroborate 

Downstream Products

• 55625-99-5 1,3-dimethyl-5,6-diphenylpyrimidin-2,4-dion 

Relevant academic research and scientific papers

Preparation of zinc organometallics derived from nucleosides and nucleic acid bases and Pd(0) catalyzed coupling with aryl iodides

5-Iodouracil and 6-iodopurine derivatives readily insert zinc dust (25°C or 70°C) in THF or DMAC affording zincated nucleic acid base derivatives which undergo efficient palladium catalyzed cross-coupling reactions with aryl iodides in good yields. This r

Aqueous and Visible-Light-Promoted C-H (Hetero)arylation of Uracil Derivatives with Diazoniums

Direct C5 (hetero)arylation of uracil and uridine substrates with (hetero)aryl diazonium salts under photoredox catalysis with blue light was reported. The coupling proceeds efficiently with diazonium salts and heterocycles in good functional group tolerance at room temperature in aqueous solution without transition-metal components. A plausible radical mechanism has been proposed.

Preparation method of 1,3-dimethyl-5-phenyluracil

The invention relates to a preparation method of 1,3-dimethyl-5-phenyluracil. The preparation method includes mixing phenylamine, water and a fluoboric acid water solution, dropwise adding a water solution of sodium nitrite with stirring for 1-2 hours at 0-5 DEG C and performing suction filtration so as to obtain phenyldiazonium tetrafluoroborate; at the room temperature, adding 1,3-dimethyluracil and a copper salt catalyst into a solvent with stirring and mixing, adding the phenyldiazonium tetrafluoroborate in batches, stirring to react for 8-12 hours after addition is finished, and conducting separation and purification so as to obtain the 1,3-dimethyl-5-phenyluracil. The preparation method has the advantages of simplicity in operation, short reaction route, less reaction time, high product yield and suitability for industrialized production.

Palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil with aryl bromides: An electrophilic metalation-deprotonation with electrophilic arylpalladium intermediate

An efficient method of palladium-catalyzed direct 5-arylation of 1,3-dimethyluracil was developed with a various range of aryl bromides including electron-deficient aryl bromides. 5-Aryluracil derivatives were obtained in moderate to good yields regiosele

Switching the regioselectivity of direct C-H arylation of 1,3-Dimethyluracil

An interesting dichotomy in the regioselectivity and mechanism of direct C-H arylation of 1,3-dimethyluracil was observed. Its Pd-catalyzed reactions with diverse aryl halides in the absence of Cui lead preferentially to 5-aryluracils, while reactions in

Preparation and reactions of new zincated nitrogen-containing heterocycles

A range of nitrogen-containing iodinated or in some cases brominated heterocycles were converted to the corresponding zincated heterocyclic derivatives by the direct insertion of zinc dust under mild conditions (25°C to 70°C, 1-3 h) in a solvent like THF or DMAC. This reaction was extended to the preparation of zincated nucleic acid bases and nucleosides. The reaction of these new zinc reagents toward various electrophiles with palladium (O) or copper(I) catalysis allows the preparation of a broad range of polyfunctional nitrogen-containing heterocycles.

ACID CATALYZED PHOTOREACTION OF 5-CHLORO-1,3-DIMETHYLURACIL WITH SUBSTITUTED BENZENES

The photo-induced substitution of 5-chloro-1,3-dimethyluracil with substituted benzenes, affording the corresponding 5-aryl-1,3-dimethyl-uracils in appreciable yields, was significantly promoted by the addition of trifluoroacetic acid to the reaction mixture.

PHOTOLYSIS OF 5-BROMO-1,3-DIMETHYLURACIL IN SUBSTITUTED BENZENES

Photolysis of 5-bromo-1,3-dimethyluracyl in toluene, xylene and anisole afforded the anormalously substituted 6-aryl-1,3-dimethyluracils beside the expected products 5-aryl-1,3-dimethyluracils, while the reaction with veratrole occured exclusively at the 5-position of the uracil ring.