Sulfamic Acid → 4-(2-chloro-5-fluorosulphonylphenylazo)-N-ethyl-N-benzyl aniline

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Reaction Steps

3-Amino-4-chloro benzene sulphonyl fluoride (2 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 dropwise at 0°-5° C. and stirred under these conditions for 2 hours. The diazo solution was then added to a mixture of N-ethyl-N-benzyl aniline (2.7 parts), methanol (100 parts) and sulphamic acid (1 part) stirring at 0°-5° C. After stirring under these conditions for 30 mins, ice/water (100 parts) was added and the mixture stirred for a further 1 hour. The product was isolated by filtration, washed with water and pulled dry. The damp solid was then slurried in methanol (100 parts) and refiltered. Dried at 50° C. to yield 4-(2-chloro-5-fluorosulphonylphenylazo)-N-ethyl-N-benzyl aniline (2.3 parts).

Provenance & Evidence