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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 ...
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 ...
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.
An example of nitro group reduction to an amine using SnCl 2 and HCl was also disclosed by Duden and co-workers, thus representing the first use of the nitro-Mannich reaction to prepare polyamines. The next report did not appear until 1931, [ 9 ] when Cerf de Mauny conducted a thorough study of Henry’s original work using hemiaminals.
In the presence of free halogens or Lewis acids [3] they easily polymerize to cyanuric halides, for example cyanogen chloride to cyanuric chloride. They are very toxic and tear-inducing (lachrymatory). Cyanogen chloride melts at −6 °C and boils at about 150 °C. Bromine cyanide melts at 52 °C and boils at 61 °C.
The addition of hydrogen and an amino group (NR 2) using reagents other than the amine HNR 2 is known as a "formal hydroamination" reaction. Although the advantages of atom economy and/or ready available of the nitrogen source are diminished as a result, the greater thermodynamic driving force, as well as ability to tune the aminating reagent ...