反应详情

A solution of of 12 g (45 mmol) of 1,2,4,5-tetrahydro-4-methyl-1-phenyl-3H-2,4-benzodiazepin-3-thione of Example 152 in 100 mL of DMF was treated with 1.24 g (50 mmol) of sodium hydride at 70° and 7.5 g (50 mmol) of 3-diethylaminopropyl chloride was added dropwise at 70°. The reaction was stirred at 70° for five hours and then at room temperature for two days. The reaction was poured into 250 mL of ice water and extracted twice into ethyl acetate. The product was extracted into 150 mL of 2N HCl, washed with ethyl acetate, made basic, and extracted back into ethyl acetate. The ethyl acetate solution was dried over magnesium sulfate, stripped, and the residue was dissolved in acetone. Two equivalents of maleic acid in 40 mL of acetone was added, followed by a small amount of ether. The resulting precipitate was recrystallized from acetone/ether to provide 13.2 g of product as the dimaleate salt, mp 95-97.

1. waitat room temperature for two days
2. extractionextracted twice into ethyl acetate
3. extractionThe product was extracted into 150 mL of 2N HCl
4. washwashed with ethyl acetate
5. extractionextracted back into ethyl acetate
6. dry with materialThe ethyl acetate solution was dried over magnesium sulfate
7. dissolutionthe residue was dissolved in acetone
8. customThe resulting precipitate was recrystallized from acetone/ether