77202-10-9

Upstream product

• 114078-85-2 5-Bromo-4-methyl-6-phenyl-[1,2,3]triazine 
• 3347-62-4 5-methyl-3-phenyl-1H-pyrazole 
• 99214-42-3 1-amino-3-methyl-5-phenylpyrazole 
• 105758-75-6 2,4-Dimethyl-6-phenyl-[1,2,3]triazin-2-ium; iodide 
• 77287-34-4 formamide 
• 77202-05-2 1-amino-5-methyl-3-phenylpyrazole 

Downstream Products

• 1912-16-9 2-methyl-4,6-diphenyl-pyridine 
• 3042-22-6 2-phenyl-1H-pyrrole 
• 27068-65-1 4,6-dimethyl-2-phenyl pyridine 
• 58536-45-1 2,4-diphenyl-6-methyl pyrimidine 
• 56426-41-6 3-methyl-5-phenylpyrazole 
• 64571-30-8 2,4-dimethyl-6-phenylpyrimidine 
• 77202-17-6 4-Methyl-6-phenyl-[1,2,3]triazine 2-oxide 
• 77202-13-2 6-Methyl-4-phenyl-[1,2,3]triazine 1-oxide 
• 135882-22-3 4-methyl-6-phenyl-1,2,3-triazinium 2-dicyanomethylide 
• 135659-92-6 5-carbamoyl-4-methyl-6-phenyl-1,2,3-triazine 

Relevant academic research and scientific papers

RADICAL NUCLEOPHILIC CARBAMOYLATION OF 1,2,3-TRIAZINE DERIVATIVES

Radical nucleophilic carbamoylation was carried out to various 1,2,3-triazine derivatives.In the case of parent triazines as substrates, Minisci's system was not effective, and in the absence of acid, a small ammount of radical adduct was obtained.Triazinium dicyanomethylides reacted with carbamoyl radical to give 5- carbamoyl triazines in good yields.Other 1,2,3-triazine derivatives were also investigated.

The substitution of 5-halo-1,2,3-triazines with electrolytically generated superoxide

Electrolytically generated superoxide reacted with 5-halo-1,2,3-triazines 1 to afford 5-hydroxy-1,2,3-triazines 2. Reaction of 1 with hydroxide anion or potassium superoxide resulted in complicated mixture of products, therefore the reaction was specific for electrogenerated superoxide. The reaction mechanism was investigated with electrochemical methods, and it was revealed that one electron transfer from superoxide to 1 initialized the reaction.

Reactions of N-Aminopyrazoles with Halogenating Reagents and Synthesis of 1,2,3-Triazines

Reactions of N-aminopyrazoles with halogenating reagents (Cl2, Br2, I2, BrCl, ICl, IBr, N-chlorosuccinimide, and N-bromosuccinimide) were examined.Some of these reagents preferentially lead to oxidation of the amino group to give the corresponding 1,2,3-triazines as major products, while others mainly gave either or both of 1-amino-4-halopyrazoles and 5-halo-1,2,3-triazines as the result of halogenation of the 4-position of the pyrazole ring prior to the oxidation of the amino group.In some cases, the oxidation of the amino group and the halogenation of the pyrazole ring proceeded concurrently to form not only the unhalogenated triazines but also the 1-amino-4-halopyrazoles and the 5-halotriazines.Various reagents and reaction conditions were explored to utilize the reaction for the synthesis of halogenated and unhalogenated 1,2,3-triazines.Keywords - 1,2,3-triazine; halo-1,2,3-triazine; pyrazole; 1-aminopyrazole; 1-aminohalopyrazole; synthesis; oxidation; halogenation; ring expansion

Oxidation of 1-Aminopyrazoles and Synthesis of 1,2,3-Triazines

Unsubstituted and various substituted monocyclic 1,2,3-triazines were synthesized from 1-aminopyrazoles by oxidation with lead tetraacetate, lead dioxide-CF3CO2H, and/or nickel peroxide-AcOH.

Synthesis, Oxidation, and Reduction of Monocyclic 1,2,3-Triazines

Alkyl substituted monocyclic 1,2,3-triazines and their 1- and 2-oxides have been synthesized; catalytic reduction (on Pd-C) of the triazines afforded their 2,5-dihydro compounds.