تفاعل #3653

معادلة التفاعل

5,6-dihydro-4H-[1,2,4]-triazolo-[4,3-a][1,5]benzodiazepin-5-one

borane dimethylsulfide

methanol

→

desired product

5,6-Dihydro-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture is refluxed for 6 hours
2. 2
   أخرىThe volatiles are removed under vacuum and to the residue
3. 3
   workup.ADDITIONis added 100 ml of 2N sodium hydroxide
4. 4
   درجة الحرارةThe mixture is refluxed for 5 hours
5. 5
   درجة الحرارةchilled
6. 6
   استخلاصextracted with dichloromethane
7. 7
   غسيلThe extract is washed with 2N citric acid, water
8. 8
   تجفيفdried (Na2SO4)
9. 9
   أخرىThe solvent is removed under vacuum
10. 10
    أخرىto give a solid
11. 11
    أخرىThe solid is purified by chromatography on silica gel

الإجراء التجريبي

A mixture of 7.0 g of 5,6-dihydro-4H-[1,2,4]-triazolo-[4,3-a][1,5]benzodiazepin-5-one in 25 ml of tetrahydrofuran is added 9 ml of 10M borane-dimethylsulfide in tetrahydrofuran. The mixture is refluxed for 6 hours, cooled to room temperature and 25 ml of methanol added dropwise. The volatiles are removed under vacuum and to the residue is added 100 ml of 2N sodium hydroxide. The mixture is refluxed for 5 hours, chilled and extracted with dichloromethane. The extract is washed with 2N citric acid, water and dried (Na2SO4). The solvent is removed under vacuum to give a solid. The solid is purified by chromatography on silica gel to give the desired product.

المصدر