Im trying to synthesize naphthyridinyl amino triazole from naphthyridinyl hydrazide by reaction with S-methylisothiourea sulfate and sodium hydroxide but the preciptated product have same RF of the hydrazide on TLC and its melting point is higher than hydrazide by only 4 degrees. How can I be sure if hydrazide reacted giving carboxyimidamid or didn't react?
Note: during reaction sulfur smell released may indicates formation of methyl mercaptan
Spectral data will confirm the formation of your product. Depending on what you have access to; IR-spectra will show a loss of the C=O stretching frequency compared to your starting material. NMR spectra will show a modest upfield shift in the aromatic region. Mass-spec would be fairly conclusive as well.
I would also expect a TLC analysis to have different reactivity, vanillin and anisaldehyde would likely stain in different colours between your product and starting material. The hydrazide should also stain faster with KMnO4.
Changing your TLC solvent system can also be useful in showing separation. Try switching to an aromatic system such as toluene / ethyl acetate.
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