Acetic Acid → HCID 178423563, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3,4-diaminotoluene (20.0 g, 162.6 mmol) and potassium hydroxide (11.36 g, 203.0 mmol) in H2O (40 mL) and MeOH (150 mL) was added carbon disulfide (13.3 mL, 220.8 mmol) slowly via syringe, and the reaction was heated to 78° C. for 2.5 hours. The mixture was poured over a mixture of ice (200 mL) and acetic acid (30 mL), and thick yellow precipitate formed. The mixture was stirred at 45° C. for 30 minutes, and then filtered to collect the solid precipitate, which was washed twice with H2O (40 mL total). The filter cake was triturated in a minimum of EtOAc, and then filtered and dried to give the title compound.

Provenance & Evidence