반응 #703772

반응 방정식

n-butanol

8-chloro-1-phenyl-1H-1,5-benzodiazepin-2,4-(3H,5H)-dithione

methanol

acethydrazide

→

8-Chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,5]benzodiazepin-5(6H)-one

용매

chloroform

반응 조건

후처리

1. 1
   기타During this period nitrogen is bubbled through the reaction mixture
2. 2
   기타The solution is evaporated to dryness in vacuo
3. 3
   workup.ADDITIONthe residue is treated with cold water which
4. 4
   기타gives 2.7 g
5. 5
   workup.ADDITIONa mixture of three compounds
6. 6
   기타was chromatographed on 300 g
7. 7
   농축concentrated
8. 8
   기타giving 1.2 g
9. 9
   기타This was recrystallized from absolute ethanol giving 800 mg

실험 절차

A solution of 3 g. (0.01 mole) of 8-chloro-1-phenyl-4-thio-1H-1,5-benzodiazepin-2,4-(3H,5H)-dione and 8-chloro-1-phenyl-1H-1,5-benzodiazepin-2,4-(3H,5H)-dithione and 2 g. (0.024 mole) of acethydrazide in 300 ml. of n-butanol is refluxed for 24 hours. During this period nitrogen is bubbled through the reaction mixture. The solution is evaporated to dryness in vacuo and the residue is treated with cold water which gives 2.7 g. of yellow material. This material was found by thin layer chromatography (SiO2, 10% methanol; 90% chloroform) to be a mixture of three compounds and was chromatographed on 300 g. of silica gel using 3% methanol:97% chloroform as an eluting solvent. Fractions 12-19 (100 ml. each) were combined and concentrated giving 1.2 g. of product. This was recrystallized from absolute ethanol giving 800 mg. of white 8-chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3 -a][1,5]benzodiazepin-5(6H)-one as white crystalline product of melting point 297°-298° C.

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