42542-99-4

Upstream product

• 13345-09-0 6-phenyluracil 
• 77-78-1 dimethyl sulfate 
• 7033-39-8 5-bromo-1,3-dimethyluracil 
• 71-43-2 benzene 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 33227-70-2 1,3-dimethyl-6-phenyl-1H-pyrimidine-2,4-dithione 
• 21428-19-3 N¹,N³-dimethyl-6-iodouracil 
• 98-86-2 acetophenone 
• 36822-11-4 6-phenyl-2-thiouracil 
• 874-14-6 1,3-dimethyluracil 
• 591-50-4 iodobenzene 
• 696-62-8 para-iodoanisole 
• 108-86-1 bromobenzene 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1381948-78-2 5-chloro-1,3-dimethyl-6-phenyluracil 
• 1381948-80-6 C₁₂H₁₂Cl₂N₂O₃ 

Relevant academic research and scientific papers

Acid-catalyzed photoreaction of 6-chloro-1,3-dimethyluracil in frozen benzene: formation of novel cycloadducts, tetrahydropentaleno[1,2-e]pyrimidine-2,4-dione derivatives

Contrasting to the photoreaction of 6-chloro-1,3-dimethyluracil in benzene at ambient temperature in the presence of trifluoroacetic acid, whereby 1,3-dimethylcyclooctapyrimidine was produced as a sole cycloadduct, the similar photoreaction in frozen benzene at -15 ～ -20°C proceeded quite differently to give three novel photocycloadducts, 7-chloro-1,3-dimethyl-4b,5,7a,8-tetrahydropentaleno[1,2-e]pyrimidine-2,4-dione, 5-chloro-1,3-dimethyl-4b,7,7a,8-tetrahydropentaleno[1,2-e]pyrimidine-2,4-dione, ando-chloro-10,12-diazapentacyclo[6.4.0.01,3.02,5.0 4,8]-dodecane-9,11-dione.

Synthesis of 2-Arylpyridopyrimidinones, 6-Aryluracils, and Tri- and Tetrasubstituted Conjugated Alkenes via Pd-Catalyzed Enolic C-O Bond Activation-Arylation

A new and efficient approach for the synthesis of biologically important 2-aryl-4H-pyrido[1,2-a]pyrimidin-4-ones and 6-aryluracils via previously unknown Pd-catalyzed enolic C-OH activation-arylation of pyridopyrimidin-2,4-diones and barbituric acids, res

Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids

A palladium catalyzed regioselective synthesis of 6-aryl uracils via oxidative Heck reaction (C-H bond functionalization) of uracils and arylboronic acids is reported. The method is simple, atom-economical, and high yielding.

Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids

A palladium catalyzed regioselective synthesis of 6-aryl uracils via oxidative Heck reaction (C-H bond functionalization) of uracils and arylboronic acids is reported. The method is simple, atom-economical, and high yielding.

Synthesis of 6-alkyluridines from 6-cyanouridine via zinc(II) chloride-catalyzed nucleophilic substitution with alkyl grignard reagents

6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2′-deoxyuridine without the protection at the N3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.

Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C-H bond activation

A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C-H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives.

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

Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction

Sugar-protected 6-halouridine derivatives underwent Suzuki-Miyaura cross-coupling reactions with arylboronic acids in the presence of palladium(II) acetate as a catalyst, triphenylphosphine as a ligand, and sodium carbonate as a base. This methodology is

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

Synthesis of uracil derivatives by oxidation of Fischer tungsten-carbene uracil complexes

A study on the oxidation of Fischer tungsten-carbene uracil complexes has been carried out. Several commonly used oxidants gave results strongly influenced by the presence of substituent on nitrogen atoms. In particular, usual oxidants failed in the oxidation of 3-alkyl uracil carbene complexes. Finally, we showed that t-butyl hydroperoxide is able to oxidize successfully also 3-alkyl uracil carbene complexes and can be used as a good alternative to the other methods.