3-[N-(2-cyanoethyl)anilino]propanenitrile

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2-Chloro-5-amino benzene sulphonylfluoride (2.1 parts) was stirred in acetic/propionic acid 86/14 vol/vol (25 parts) and cooled to 0°-5° C. Nitrosyl sulphuric acid solution (3.8 parts) was added and stirred at 0°-5° C. for 3 hours. The diazo solution was then added to a mixture of N,N-bis(2-cyanoethyl)aniline (2.1 parts), methanol (75 parts) and sulphamic acid (1 part) stirring in ice/water (75 parts) at 0°-5° C. Stirred under these conditions for 1 hour then allowed to stand at room temperature overnight before filtering off the dye. The solid was dried overnight to yield the product 4-(4-chloro-5-fluorosulphonylphenylazo)-N,N-bis(2-cyanoethyl)aniline (3.6 parts). The dye, when applied to polyester material from an aqueous dispersion, gave yellow shades. λmax 414 nm. cooled to 0°-5° C Stirred under these conditions for 1 hour to stand at room temperature overnight before filtering off the dye The solid was dried overnight