In this work, we analysed solid state organic reactions using T1-T2* 1 H NMR relaxation correlation measurements. The products were generated in high yields and did not require and further purification while proceeding through a green synthesis method of mechanochemistry. This is the first time this measurement technique has been used to analyse the development of organic mechanochemical reactions. It had previously only been used to measure the progress of MOF reactions for ZIF-8 and Zn-MOF-74. This work shows that reactants with long, challenging to measure T1 relaxation times as observed in benzil (pathway i), can still be used in the T1-T2* correlation plots to monitor reactions. The growth of product signals corresponding to 1 and water is used to track reaction progress. We have further demonstrated how molecules with shorter, measurable T1 times are used in the T1-T2* correlation plots to monitor reactions, e.g. pathway ii. In these T1-T2* correlation plots the changes observed between the reactants and products are not initially clear, upon further inspection there are noticeable differences in T1 values. Monitoring the synthesis of 2, the T1-T2* correlation plots show a decrease in the starting materials along with an increase in the product 2. With mechanochemical reactions becoming more popular for target synthesis of complicated molecules, pharmaceuticals, metal-organic frameworks and supramolecular synthesis, we have demonstrated a quick, green, versatile method to track the reaction progress of solid-state mechanochemical reactions.