23097-87-2

Upstream product

• 66903-24-0 N-Benzylbiuret 
• 105-58-8 Diethyl carbonate 
• 108-80-5 cyanuric acid 
• 100-44-7 benzyl chloride 
• 122-97-4 3-Phenyl-1-propanol 
• 7285-83-8 2,4,6-tris(benzyloxy)-1,3,5-triazine 
• 98-89-5 Cyclohexanecarboxylic acid 
• 30886-24-9 2-(benzyloxy)-4,6-dichloro-1,3,5-triazine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 406911-42-0 1-benzyl-3,5-bis-(4-bromo-butyl)-[1,3,5]triazinane-2,4,6-trione 
• 428821-78-7 1-benzyl-3,5-bis[2-(2-bromoethoxy)ethyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione 
• 406911-43-1 1-benzyl-3,5-bis-(5-bromo-pentyl)-[1,3,5]triazinane-2,4,6-trione 
• 406911-44-2 1-benzyl-3,5-bis-(6-bromo-hexyl)-[1,3,5]triazinane-2,4,6-trione 
• 406911-41-9 1-benzyl-3,5-bis-(3-bromo-propyl)-[1,3,5]triazinane-2,4,6-trione 
• 420087-79-2 1-benzyl-3,5-bis(2-hydroxyethyl)-1,3,5-triazine-2(1H),4(3H),6(5H)-trione 
• 699022-00-9 1-benzyl-3,5-bis(3-hydroxypropyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione 
• 699022-05-4 1-benzyl-3,5-bis(3-mercaptoacetoxypropyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione 
• 420087-76-9 1-benzyl-3,5-bis(2-chloroethyl)-1,3,5-triazine-2(1H),4(3H),6(5H)-trione 
• 406911-40-8 1-benzyl-3,5-bis(2-bromoethyl)-1,3,5-triazine-2(1H),4(3H),6(5H)-trione 

Relevant academic research and scientific papers

TRIAZINE DIONE COMPOUND

PROBLEM TO BE SOLVED: To provide a novel triazine dione compound useful as an alkylating agent for a nucleophilic compound. SOLUTION: This invention relates to a compound represented by formula (I) [where each symbol is as defined in the specification] and an alkylating agent comprising the compound, and a method for alkylating a nucleophilic compound using the alkylating agent. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

N,N′-Dimethylated Benzyloxytriazinedione: A Stable Solid Reagent for Acid-Catalyzed O-Benzylation

N,N′-Dimethylated 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (DMBOT) has been developed as a triazinedione-based, stable solid reagent for acid-catalyzed O-benzylation. The conceptual basis of the design was to fix the core triazinedione skeleton, and

O-Benzylation of Carboxylic Acids Using 2,4,6-Tris(benzyloxy)-1,3,5-triazine (TriBOT) under Acidic or Thermal Conditions

Two methods for the synthesis of benzyl esters from carboxylic acids using the O-benzylating reagent 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT) have been developed. The reactions were conducted either in the presence of a catalytic amount of TfOH at room temperature (acidic conditions) or in the absence of TfOH at 180-230 C (thermal conditions). Interestingly, the O-benzylation of hydroxy carboxylic acids under the two conditions afforded different products: The dibenzylated product under acidic conditions and the hydroxy ester under thermal conditions. In addition to these results, other evidence indicated that the former reaction proceeds through an SN1-type mechanism, and the latter by an SN2-type mechanism. Two methods for the O-benzylation of carboxylic acids using TriBOT have been developed under either acidic or thermal conditions. The O-benzylation of hydroxy carboxylic acids afforded the dibenzylated product under acidic conditions and the hydroxy ester under thermal conditions. The former reaction proceeds through an SN1-type mechanism and the latter by an SN2-type mechanism.

Study of the Reactivities of Acid-Catalyzed O-Benzylating Reagents Based on Structural Isomers of 1,3,5-Triazine

We have demonstrated O-benzylating abilities of both 4,6-bis(benzyloxy)-1,3,5-triazin-2(1H)-one (DiBOT) and 6-(benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione (MonoBOT), which have been previously suggested as reaction intermediates of the acid-catalyzed benzylation of 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT). We studied the effect on the reactivity of acid-catalyzed O-benzylation caused by the isomeric core triazine structures in these compounds by carrying out a kinetic study and estimating relative basicities using model compounds. Since MonoBOT showed superior reactivity, 1,3,5-triazine-2,4(1H,3H)-dione is a promising core structure for acid-catalyzed alkylating reagents.

Application of the study of reactivity of alkaline salts of isocyanuric acid to the synthesis of mono and trisubstituted isocyanurates

Reactivity of alkaline salts of isocyanuric acid has been studied. It has been established that the nucleophilic substitution is not selective because of the protonic exchanges between salts and substituted derivatives. The synthesis of mono or trisubstituted derivative is due to secondary reactions and to solvent effects. With this study, it has been possible to settle a method to prepare mono and trisubstituted derivatives of isocyanuric acid.