Toluene → HCID 70019311, compound

Participants

Reaction Steps

7.44 g (48.9 mmol) of 4-methylthiobenzaldehyde and 4.0 ml (52.7 mmol) of 1,1-dimethylhydrazine are dissolved in toluene (50 ml) and heated to reflux for 2.5 hr. Brine is added to the reaction mixture after cooling, and the product is extracted with toluene. The toluene layer is condensed and the residue is applied to column chromatography on silica gel with acetone-hexane (1:20) as eluent. 9.07 g of a pale yellow oil are obtained (96%). 1H NMR (CDCl3), δ[ppm]: d 2.48 (s, 3H), 2.96 (s, 6H), 7.20 (s, 1H), 7.21 (d, 2H), 7.49 (d, 2H).

Provenance & Evidence