I am working on the synthesis of thiourea derivatives. In my NMR spectrum, some of the products didn't show peak for NH. Can anyone explain the reason and the reference related to it? Thank you
Amino group (-NH-) has an exchangeable proton. In NMR, exchangeable protons give broad signals and if the concentration is low then you may not see the peak in the NMR spectrum.
Exchangeable protons like -OH and -NH could give broad signals or (almost) completely disappear in the NMR spectra (especially in solvents in which this equilibrium is favored). Higher concentration could help to see these signals.
Use d6-DMSO for NMR experiments where you wish to observe a exchangeable proton. Definitely don't use D2O or CD3OD. CDCl3 will also lead to replacement of exchangeable protons with deuterium due to residual DCl, though this is much slower.
Neither C6D6 nor C7D8 have the capacity exchange protons for deuterium. But as the others point out, you may find your NH peaks are quite broad, particularly if tautomeric forms are a possibility.