反应详情

温度

120 °C

To a mixture of 60 g (0.33 mole) of 3,4-dihydro-1-methyl-2-naphthaleneacetonitrile and 30 ml of ethylenediamine was added 3 ml of carbon disulfide. The reaction mixture was stirred under nitrogen and heated in an oil bath at 120° C. for 21 hours, and then cooled to room temperature and concentrated in vacuo to remove volatile substances. The solid material was collected, dissolved in 600 ml of chloroform and dried over anhydrous magnesium sulfate. The solvent was removed, and the residue was triturated with ether and dissolved in ethanol. The ethanol solution was acidified with ethanolic hydrogen chloride and ether was added until the solution became cloudy. The solid product which crystallized was collected and dried in vacuo to give 28.7 g of 2-[(3,4-dihydro-1-methyl-2-naphthalenyl)methyl]-4,5-dihydro-1H-imidazole in the form of its mono-hydrochloride salt, m.p. 223°-224° C. A recrystallization from the same solvent mixture gave a sample with m.p. 226°-229° C.

1. temperaturecooled to room temperature
2. concentrationconcentrated in vacuo
3. customto remove volatile substances
4. customThe solid material was collected
5. dissolutiondissolved in 600 ml of chloroform
6. dry with materialdried over anhydrous magnesium sulfate
7. customThe solvent was removed
8. customthe residue was triturated with ether
9. dissolutiondissolved in ethanol
10. additionwas added until the solution
11. customThe solid product which crystallized
12. customwas collected
13. customdried in vacuo