تفاعل #684252

معادلة التفاعل

1,3-dihydro-7-chloro-5-phenyl-2H-1,4-benzodiazepine-2-thione

cyanoacetic acid hydrazide

→

8-Chloro-6-phenyl-4H-s-triazolo[4,3-a][1,4]-benzodiazepine-1-acetonitrile

المذيبات

n-butylalcohol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis refluxed for 7.5 hours with a slow stream of nitrogen bubbling through the mixture
2. 2
   تركيزThe mixture is then concentrated in vacuo
3. 3
   استخلاصextracted with methylene chloride
4. 4
   أخرىThe extract was dried
5. 5
   تركيزconcentrated
6. 6
   أخرىThe residue is chromatographed on silica gel (400 g.) with 2% methanol- 98% CHCl3
7. 7
   غسيلThe product eluted from the column
8. 8
   أخرىis crystallized from ethyl acetate-Skellysolve B hexanes
9. 9
   أخرىto give 2.62 g

الإجراء التجريبي

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.

المصدر