Acetic Acid → HCID 178427494, compound

Participants

Reaction Steps

3.20 g (7.9 mmol) of N—(N-(6-(benzyloxy)hexyl)carbamimidoyl)-4-methylbenzenesulfonamide were dissolved under nitrogen in MeOH. A few mg of 10% Palladium over activated charcoal were added. 1 mL of acetic acid was added. 3 vacuo hydrogen flush were done before stirring vigorously the reaction under a H2 atmosphere. The reaction was vigorously stirred at room temperature for 3 hours and checked by TLC. No conversion was found and 2 mL of acetic acid were added. After 1 hour, the TLC showed no conversion and more 10% Palladium over activated charcoal were added. After 3 days, the TLC showed a complete conversion and the solution was filtered over celite and the solvent evaporated to afford 2.480 g of N—(N-(6-hydroxyhexyl)carbamimidoyl)-4-methylbenzenesulfonamide as slightly yellow oil was obtained (yield=100%).

Provenance & Evidence