反应详情

A mixture of 1,3-dihydro-7-chloro-5-phenyl-2H-1,4-benzodiazepine-2-thione (5.72 g., 0.02 mole), cyanoacetic acid hydrazide (5.95 g., 0.06 mole) and n-butylalcohol (275 ml.) is refluxed for 7.5 hours with a slow stream of nitrogen bubbling through the mixture. The mixture is then concentrated in vacuo. The resulting residue is suspended in water and extracted with methylene chloride. The extract was dried and concentrated. The residue is chromatographed on silica gel (400 g.) with 2% methanol- 98% CHCl3. The product eluted from the column is crystallized from ethyl acetate-Skellysolve B hexanes to give 2.62 g. of 8-chloro-6-phenyl-4H-s-triazolo[4,3a][1,4]benzodiazepine-1-acetonitrile of melting point 198°-201° C.

1. temperatureis refluxed for 7.5 hours with a slow stream of nitrogen bubbling through the mixture
2. concentrationThe mixture is then concentrated in vacuo
3. extractionextracted with methylene chloride
4. customThe extract was dried
5. concentrationconcentrated
6. customThe residue is chromatographed on silica gel (400 g.) with 2% methanol- 98% CHCl3
7. washThe product eluted from the column
8. customis crystallized from ethyl acetate-Skellysolve B hexanes
9. customto give 2.62 g