3-CYCLOHEXYLPROPANOHYDRAZIDE synthesis

Yield:81975-20-4 10 g

Reaction Conditions:

with hydrazine hydrate in methanol;water; for 3 h;Reflux;

Steps:

4.1.1. Synthesis of 3-cyclohexylpropanoic acid hydrazide

A stirred solution of 3-cyclohexylpropanoic acid (10 mL, 64 mmol) and 3 mL of thionyl chloride (137 mmol) in 30 mL of methanol was refluxed for 3 h. Then methanol was evaporated, residue was neutralized with a saturated solution of sodium hydrogen carbonate and extracted with dichloromethane (2 × 40 mL). After drying, the solvent was evaporated, and 40 mL of methanol and 10 mL of 98% hydrazine hydrate were added to the oily residue. The mixture was refluxed for 3 h. Then methanol was evaporated, and the residue was treated twice with 30 mL of benzene, which in each case was evaporated. The oily residue crystallized when cooled on ice. The step of recrystallization from methanol yielded 10 g (90%) of hydrazide, which was obtained as colourless crystals melting at 92 °C, in agreement with literature data.²⁴

References:

Gobis, Katarzyna;Foks, Henryk;Bojanowski, Krzysztof;Augustynowicz-Kope?, Ewa;Napiórkowska, Agnieszka [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 1,p. 137 - 144] Location in patent:experimental part