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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 reaction. The reaction mechanism for this reaction is based on a catalytic cycle with cyanuric chloride activating the hydroxyl group via a nucleophilic aromatic substitution. The reaction product is dislodged and replaced by new reactant via an intermediate Meisenheimer complex. Beckmann cyanuric acid cataly cycle
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 ...
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 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.
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.
Menshutkin-reaction. The reaction is the method of choice for the preparation of quaternary ammonium salts. [1] Some phase transfer catalysts (PTC) can be prepared according to the Menshutkin reaction, for instance the synthesis of triethyl benzyl ammonium chloride (TEBA) from triethylamine and benzyl chloride: Menshutkin reaction