反应详情

A mixture of 12.2 g (0.1 mole) of 3,4-diaminotoluene, 35 ml of carbon disulfide, and 4.0 g (0.1 mole) of sodium hydroxide was heated at reflux in 350 ml of ethanol. After 2.5 hours the mixture was concentrated in vacuo. The residue was suspended in 200 ml of 4% aqueous hydrochloric acid, and the product was collected by filtration, washed sequentially with water and diethyl ether, and air dried to yield 12.2 g of 2-mercapto-5-methylbenzimidazole, as confirmed by the nmr and infrared spectra. The title compound (2.0 g) was prepared by the method of Example 84 using 1.6 g (9.7 mmole) of 2-mercapto-5-methylbenzimidazole instead of 2-mercaptobenzimidazole. Structure assignment was supported by the nmr and infrared spectra and by elemental analysis. Analysis. Calc'd. for C14H14N4S: C, 60.19; H, 5.01; N,20.05; S, 11.47. Found: C, 59.80; H, 5.05; N, 20.00; S, 11.17.

1. temperaturewas heated
2. concentrationAfter 2.5 hours the mixture was concentrated in vacuo
3. filtrationthe product was collected by filtration
4. washwashed sequentially with water and diethyl ether, and air
5. customdried