Abstract A comparative study of the kinetics of the N‐nitrosation of sulfanilamide by cyclohexyl nitrite and by nitrous acid has been made, using an automated technique. The results indicate that a common nitrosating species is effective in analogous reactions involving cyclohexyl nitrite or nitrous acid. The N‐nitrosation reaction has been followed spectrophotometrically by coupling the diazotized product with 1‐naphthol. Under certain conditions a competitive reaction takes place in which coupling occurs with unreacted sulfanilamide.