Hexane → HCID 136182254, compound

Participants

Reaction Conditions

Reaction Steps

200 mg (0.72 mmol) of 5-Benzo[1,3]dioxol-5-ylmethylene-2-methylsulfanyl-thiazol-4-one were dissolved in NMP to which was added a solution of potassium tert.butoxide in hexane (1.1 eq.). The colour changed to orange. To this was added as a solid cyanamide (1.2 eq.). The reaction was heated at 80° C. under Ar. for 3 h HPLC indicated complete transformation. 150 ml EtOAc were added and washed with 0.1N HCl twice. The organic layer was then washed extensively with brine. The solvent was dried and evaporated to dryness leading to a yellowish solid. The crude was purified on Parallel Flex system affording a yellow solid, which was dissolved in TBF followed by 1 equivalent of 1N KOH. 20 ml of water were added and the frozen solution was lyophilised yielding 107 mg (51%) of 5-Benzo[1,3]dioxol-5-ylmethylene-4-oxo-thiazolidin-2-ylidene-cyanamide as potassium salt.

Provenance & Evidence