114656-98-3

Upstream product

• 109-79-5 n-butanethiol 
• 114657-00-0 1,3-dimethyl-5-(4'-nitrobenzyl)-5-phenylthiobarbituric acid 
• 57270-89-0 5-(4-nitrobenzylidene)-1,3-dimethylbarbituric acid 
• 100-53-8 phenylmethanethiol 
• 106-54-7 p-Chlorothiophenol 
• 155859-64-6 5-[Benzylsulfanyl-(4-nitro-phenyl)-methyl]-1,3-dimethyl-pyrimidine-2,4,6-trione 
• 769-42-6 1,3-dimethylbarbituric acid 
• 619-73-8 4-nitrobenzyl chloride 

Downstream Products

• 114657-03-3 5-chloro-1,3-dimethyl-5-(4'-nitrobenzyl)barbituric acid 
• 114702-45-3 5-hydroxy-5-(4'-nitrobenzyl)-1,3-dimethylbarbituric acid 
• 114657-00-0 1,3-dimethyl-5-(4'-nitrobenzyl)-5-phenylthiobarbituric acid 
• 114741-96-7 C₁₉H₂₃N₅O₉ 
• 57270-89-0 5-(4-nitrobenzylidene)-1,3-dimethylbarbituric acid 

Relevant academic research and scientific papers

Mechanism of hydride transfer reaction from β-substituted carbanions to a carbocation

Mechanism of hydride transfer reactions to form olefins is still a conundrum. Here, we propose an electron transfer (ET) followed by hydrogen atom transfer (HT) as the most likely mechanism for hydride transfer reactions from the hydride adducts of olefins (G-XH-) to a carbocation (T+) in acetonitrile. This is confirmed by the analysis of the energetics of each mechanistic step, estimated from ΔHH - (the hydride affinity) and redox potentials of the related species, and activation energetics calculated from rate constants of the hydride transfer from G-XH- to T+.

Method for preparing barbituric acid hydrocarbylation derivative by using ferrous complex

The invention relates to a method for preparing a barbituric acid hydrocarbylation derivative by using a ferrous complex, which comprises the steps of carrying out coupling reaction at room temperature by using barbituric acid and alcohol as raw materials and the ferrous complex containing an ortho-carboryl benzothiazole structure as a catalyst to prepare the barbituric acid hydrocarbylation derivative. Compared with the prior art, the method has the advantages that the ferrous complex containing the ortho-carboryl benzothiazole structure is applied to catalysis of coupling reaction of barbituric acid and alcohol, the barbituric acid hydrocarbylation derivative is prepared by a one-pot method, the barbituric acid hydrocarbylation derivative is synthesized by using simple, easily available and cheap raw materials at room temperature, and the method has the advantages of low catalyst use equivalent, mild reaction conditions, high substrate universality and high yield.

B(C6F5)3-Catalyzed transfer 1,4-hydrostannylation of α,β-unsaturated carbonyls using iPr-tricarbastannatrane

Tris(pentafluorophenyl)borane, B(C6F5)3, has been found to be an effective catalyst to access the hydridoborate anion, [N(CH2CH2CH2)3Sn][HB(C6F5)3/sub

Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine

Reaction of cytisine with 1-mono-and 1,3-disubstituted 5-arylmethylbarbituric acids in the presence of formaldehyde results in aminomethylation of C-5 to form the corresponding 5-cytisylmethylbarbituric acids. The structures of the products are found usin

Reduction of 5-arylidenebarbiturate derivatives by thiols

The electrophilic olefin function of 5-arylidenebarbiturates is reduced by thiols in the presence of triethylamine. Mechanistic aspects of the reaction are discussed.

OXIDATION OF THIOL WITH 5-ARYLIDENE-1,3-DIMETHYLBARBITURIC ACID: APPLICATION TO SYNTHESIS OF UNSYMMETRICAL DISULFIDE

5-Arylidene-1,3-dimethylbarbituric acid derivatives, such as 1a and 1b, effectively oxidized both alkane- and benzenethiols to disulfides under neutral condition with concomitant formation of the dihydro compounds (2a) and (2b).Thiol adduct of the dihydro compound was prepared as a stable compound and successfully applied to the synthesis of unsymmetrical disulfide under mild condition in excellent yield.Mechanistic consideration for the oxidation was also described briefly.

5-Arylidene 1,3-Dimethylbarbituric Acid Derivatives, Mild Organic Oxidants for Allylic and Benzylic Alcohols

Various 5-arylidene 1,3-dimethylbarbituric acid derivatives and closely related compounds were synthesized as models of redox coenzymes and used for oxidation of alcohols.Under mild neutral conditions, 5-arylidene 1,3-dimethylbarbituric acid derivatives, especially those having an electron-withdrawing group on the aromatic ring, effectively oxidized allylic and benzylic alcohols to the corresponding carbonyl compounds.The relationship between the oxidizing ability and the structure of the oxidant (coenzyme model) was investigated and it was found that the electron density on the carbon-carbon double bond is a critical factor for the oxidation.In the case of the deuterium-labeled compound, the observed value of normal and primary isotope effect was 3.3 and so it was concluded that mechanism of this oxidation mainly involves the hydride transfer from the alcohol.An electrochemical investigation was also carried out and the redox potentials of the coenzyme models, 5-arylidene 1,3-dimethylbarbituric acid derivatives and related compounds, were measured.Keywords - 5-arylidene 1,3-dimethylbarbituric acid; coenzyme model; oxidation; allylic alcohol; benzylic alcohol; oxidation mechanism; hydride transfer; primary isotope effect; cyclic voltammetry; redox potential

OXIDATION OF THIOL BY 5-ARYLIDENE 1,3-DIMETHYLBARBITURIC ACID AND ITS APPLICATION TO SYNTHESIS OF UNSYMMETRICAL DISULFIDE

Oxidation of both aromatic and aliphatic thiols by 5-arylidene 1,3-dimethylbarbituric acid was found to proceed readily to give disulfides in good yield with concomitant reduction of the oxidant to the dihydro compound.Thiol adduct of the dihydro compound was succesfully applied to the synthesis of unsymmetrical disulfide under mild conditions in an excellent yield.