反应详情

温度

5 °C

To a mixture of p-methylbenzamidine hydrochloride (5.1 g, 30.0 mmol) in CHCl3 (100 ml) is added triethyl amine (15.12 g, 20.9 ml, 150.0 mmol) and cooled to 5° C. in an ice-water bath. To the mixture is slowly added perchloromethyl mercaptan (95%, 6.16 g, 31.5 mmol) in CHCl3(10 ml) over 1 hour. The yellow solution is allowed to warm up to room temperature. After 2 hours the mixture is washed with water (100 ml×2) and brine (100 ml). The organic layer is dried over MgSO4 and the solvent is removed under reduced pressure to yield a brown oil. The oil is purified on a bed of silica gel, eluting with 1:1 CHCl3:hexanes to yield 3-(p-tolyl)-5-chloro-1,2,4-thiadiazole as a yellow solid (2.78 g, 44%).

1. customover 1 hour
2. temperatureto warm up to room temperature
3. washAfter 2 hours the mixture is washed with water (100 ml×2) and brine (100 ml)
4. dry with materialThe organic layer is dried over MgSO4
5. customthe solvent is removed under reduced pressure
6. customto yield a brown oil
7. customThe oil is purified on a bed of silica gel
8. washeluting with 1:1 CHCl3