Sodium Hydroxide → HCID 178512105, compound

Participants

Reaction Steps

A mixture of 8.00 g of 50% aqueous NaOH, 19.92 g of 2-pyridylmethyl guanidine sulfate, and 100 ml of acetone is stirred overnight at RT. Anhydrous sodium sulfate (8 g) is added to the mixture and stirring continued for 5 hr. A solution of 7.33 g of cyclohexyl carbonyl chloride in 100 ml of acetone is added dropwise to the stirred mixture and the reaction mixture allowed to stand over the weekend. The solvent is evaporated in vacuo and the residue partitioned between methylene chloride and H2O. The aqueous phase is separated and extracted with methylene chloride. The combined organic extract is dried over sodium sulfate, filtered and the filtrate evaporated in vacuo, yielding the guanidine as a solid.

Provenance & Evidence