تفاعل #76844

معادلة التفاعل

( D )

2-Hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene

sodium hydroxide

2-hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene

→

title compound

5-Phenyl-2-(2-hydroxy-3-phenyl-5-tert-octylphenyl)-2H-benzotriazole

المذيبات

water

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture is heated
2. 2
   درجة الحرارةto reflux
3. 3
   درجة الحرارةThe reaction mixture is heated
4. 4
   درجة الحرارةat reflux for 1.5 hours
5. 5
   أخرىTo the cooled reaction mixture
6. 6
   أخرىthe ethanol is removed under vacuum
7. 7
   استخلاصThe resultant mixture is extracted twice with methylene chloride
8. 8
   استخلاصthe combined organic phases are extracted with water
9. 9
   تجفيفThe organic phase is dried ovdr anhydrous magnesium sulfate
10. 10
    أخرىthe solvent is then removed under vacuum
11. 11
    أخرىThe residue is recrystallized sequentially from a mixture of water and methanol, and petroleum ether

الإجراء التجريبي

To a solution of sodium hydroxide (6 g, 0.15 mol) in 8 mL of water is added 2-hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene (6.56 g), prepared in (D) above. The reaction mixture is heated to reflux and then formadine sulfinic acid (10.8 g, 0.1 mol) is added portionwise over 20 minutes. The reaction mixture is heated at reflux for 1.5 hours. To the cooled reaction mixture is added 200 mL of water and the ethanol is removed under vacuum. The reaction mixture is adjusted to pH 4 with hydrochloric acid. The resultant mixture is extracted twice with methylene chloride and the combined organic phases are extracted with water. The organic phase is dried ovdr anhydrous magnesium sulfate, and the solvent is then removed under vacuum. The residue is recrystallized sequentially from a mixture of water and methanol, and petroleum ether to give the title compound as a white solid melting at 123-125° C.

المصدر