反应详情

A stirred solution of 1.33 g. (0.005 mole) of 2-(3-chloropropyl)2,4-dihydro-1H-[1,2,4]triazolo[3,4-c][1,4]benzoxazin-1-one, from Example 1, hereinabove, 0.83 g. (0.005 mole) of potassium iodide, and 2.39 g. (0.011 mole) of 4-(2-keto-1-benzimidazolinyl)piperadine in 25 ml. of DMF under a nitrogen atmosphere, was warmed to 105° C. for 4.75 hours. The solution was cooled, poured into cold sodium bicarbonate in water solution, and extracted with methylene chloride. The methylene chloride extracts were combined, washed with brine, dried over sodium sulfate and concentrated in vacuo. The resulting residue was chromatographed on 175 g. of silica gel and eluted with a 2% diethylamine/15% methanol/ethyl acetate, v/v/ mixture. The eluted product thus obtained was crystallized in the manner described in example 1, hereinabove, from a methylene chloride/methanol mixture to give in two crops 1.76 g., m.p. 176°-178° C. and 0.058 g., m.p. 175.5°-178° C. of the titled compound. The analytical sample had a melting point of 176.5°-177.5° C.

1. temperatureThe solution was cooled
2. extractionextracted with methylene chloride
3. washwashed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe resulting residue was chromatographed on 175 g
7. washof silica gel and eluted with a 2% diethylamine/15% methanol/ethyl acetate, v/v/ mixture
8. customThe eluted product thus obtained
9. customwas crystallized in the manner
10. customto give in two crops 1.76 g