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2,4,5-Trimethylthioaniline was prepared by combining 2-amino-5-methylthio-6-thiocyanatobenzothiazole (220 g, 0.87 mol) with 1.2 L of water, 1.0 L of 50% sodium hydroxide solution, and sodium borohydride (40 g, 1.06 mol) in a 5 L, 3-necked flask. The mixture was stirred with a mechanical stirrer and refluxed under a nitrogen atmosphere for 15 hr. The mixture was cooled to room temperature and ethanol (800 mL) was added followed by addition of iodomethane (300 g, 2.11 mole). The solution was collected and dried. The product was recrystallized from ethanol (66 g, 33% yield).

1. temperaturerefluxed under a nitrogen atmosphere for 15 hr
2. customThe solution was collected
3. customdried