P-Toluenesulfonylhydrazide → HCID 21705612, compound

Participants

Reaction Steps

A solution of Example 3C (3.82 g, 14.5 mmol) in DMF and para-toluene- sulfonhydrazide (27 g, 145 mmol) was heated to reflux and treated with sodium acetate trihydrate (32.8 g, 241 mmol) in water (380 mL) over 3 hours. The mixture was allowed to stir at reflux for 2 hours, cooled, partitioned between CH2Cl2 and water. The organic layer was dried (Na2SO4), filtered, concentrated and purified on silica gel with a gradient of CH2Cl2 to 2% methanol/CH2Cl2 to provide 2.88 g (75%) of the desired compound as a pale yellow oil.

Provenance & Evidence