According to my textbook, the reaction between $\ce{NOCl}$ and $\ce{CH3CH2-NH2}$ is as follows:

$$\ce{CH3CH2-NH2 + NOCl -> CH3CH2Cl + N2 + H2O}$$

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by $\mathrm{S_N2}$ mechanism.

But according to this site, a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?

According to The Pearson Guide To Organic Chemistry For The IIT JEE by Atul Singhal, the reaction between $\ce{NOCl}$ and $\ce{CH3CH2-NH2}$ is as follows:

$$\ce{CH3CH2-NH2 + NOCl -> CH3CH2Cl + N2 + H2O}$$

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by $\mathrm{S_N2}$ mechanism.

But according to paperplane.io (via the Internet Archive), a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?

According to my textbook, the reaction between $\ce{NOCl}$ and $\ce{R-NH2}$ is as follows:

$$\ce{R-NH2 + NOCl -> RCl + N2 + H2O}$$

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by $\mathrm{S_N2}$ mechanism.

But according to this site, a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?

According to my textbook, the reaction between $\ce{NOCl}$ and $\ce{CH3CH2-NH2}$ is as follows:

$$\ce{CH3CH2-NH2 + NOCl -> CH3CH2Cl + N2 + H2O}$$

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by $\mathrm{S_N2}$ mechanism.

But according to this site, a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?

According to my textbook, the reaction between $\ce{NOCl}$ and $\ce{R-NH2}$ is as follows:

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by SN2 mechanism.

But according to this site, a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?

According to my textbook, the reaction between $\ce{NOCl}$ and $\ce{R-NH2}$ is as follows:

$$\ce{R-NH2 + NOCl -> RCl + N2 + H2O}$$

But how exactly does the reaction proceed?

The first step (what I think) could be that $\ce{NOCl}$ dissociates into $\ce{NO+}$ and $\ce{Cl-}$ ions and then the $\ce{Cl-}$ ion attacks the amine group and replaces it by $\mathrm{S_N2}$ mechanism.

But according to this site, a diazonium product is produced. Even though a diazo product is formed, how does it produce an alkyl halide according to my textbook?