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Such reactions rely on the easy displacement of the chloride with nucleophiles such as amines: (ClCN) 3 + 2 RNH 2 → (RNHCN)(ClCN) 2 + RNH 3 + Cl −. Other triazine herbicides, such as simazine, anilazine and cyromazine are made in an analogous way. [3] Cyanuric chloride is also used as a precursor to dyes and crosslinking agents.
Beckmann rearrangement can be rendered catalytic using cyanuric chloride and zinc chloride as a co-catalyst. For example, cyclododecanone can be converted to the corresponding lactam, the monomer used in the production of Nylon 12. [8] [9] Beckmann reaction. The reaction mechanism for this reaction is based on a catalytic cycle with cyanuric ...
Simazine may be prepared from cyanuric chloride and a concentrated solution of ethyl amine (at least 50 percent by number) in water. [1] The reaction is highly exothermic and is therefore best carried out below 10 °C.
With amines, one or more chloride is displaced. The remaining chlorides are reactive, and this theme is the basis of the large field of reactive dyes. Cyanuric chloride assists in the amidation of carboxylic acids. [3] The 1,2,4-triazines can react with electron-rich dienophiles in an inverse electron demand Diels-Alder reaction. This forms a ...
With cyanuric chloride [11] or trifluoroacetic anhydride [12] instead of oxalyl chloride, the reaction can be warmed to −30 °C without side reactions. Other methods for the activation of DMSO to initiate the formation of the key intermediate 6 are the use of carbodiimides ( Pfitzner–Moffatt oxidation ), a sulfur trioxide pyridine complex ...
The von Braun reaction is an organic reaction in which a tertiary amine reacts with cyanogen bromide to an organocyanamide. [1] An example is the reaction of N,N-dimethyl-1-naphthylamine: [2] These days, most chemist have replaced cyanogen bromide reagent with chloroethyl chloroformate reagent instead. It appears as though Olofson et al. was ...
The Schotten–Baumann reaction is a method to synthesize amides from amines and acid chlorides: An example of a Schotten-Baumann reaction. Benzylamine reacts with acetyl chloride under Schotten-Baumann conditions to form N-benzylacetamide. Schotten–Baumann reaction also refers to the conversion of acid chloride to esters.
The Stieglitz rearrangement is especially reactive in the case of bridged bicyclic N-sulfonated amines as starting materials, where mild conditions are sufficient for an efficient reaction to take place. [23] For example, the rearrangement of the bicyclic N-tosylated amine proceeds readily in aqueous dioxane at room temperature. [24]