At room temperature an alkyl bromide reacts quantitatively with 1; the sulfur atom is not attacked. This was shown by comparison of the nmr spectra of these products with those formed from the analogous carbamates where alkylation can occur only on the tertiary nitrogen. In both cases the methyl protons undergo upon quaternization a downfield shift of about 1 ppm and remain a singlet, which mould not be the case for the hypothetical ...
![O-[2-(dimethylamino)ethyl] N-ethylcarbamothioate Structure](https://image.chemsrc.com/caspic/371/92736-45-3.png)
![dodecyl-[2-(ethylcarbamothioyloxy)ethyl]-dimethylazanium,bromide Structure](https://image.chemsrc.com/caspic/215/34523-95-0.png)