تفاعل #3724

ord-cc12e5c031414063a4d8c42a97e5d896

معادلة التفاعل

CCCCn1c(=O)c2[nH]cnc2n(CCCC)c1=O
1,3-Di-n-butylxanthine
O=[N+]([O-])O
nitric acid
CCCCn1c(=O)c2[nH]c([N+](=O)[O-])nc2n(CCCC)c1=O
1,3-Di-n-butyl-8-nitro Xanthine

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe resulting yellow precipitate filtered off
  2. 2
    غسيلwashed with water (50 ml)
  3. 3
    workup.DISSOLUTIONThe yellow crystals were dissolved in dichloromethane
  4. 4
    غسيلwashed twice with water
  5. 5
    تجفيفThe separated organic layer was then dried (anhydrous sodium sulphate)
  6. 6
    تركيزconcentrated
  7. 7
    أخرىto give a crystalline product, yield 73 g (86%), m.pt 168° C.

الإجراء التجريبي

1,3-Di-n-butylxanthine (73 g, 0.28 mol) was dissolved in acetic acid (120 ml) and then treated with concentrated nitric acid (49 g) at 87° C. After 1 hour, the mixture was cooled to 5° C., the resulting yellow precipitate filtered off and washed with water (50 ml). The yellow crystals were dissolved in dichloromethane and washed twice with water. The separated organic layer was then dried (anhydrous sodium sulphate) and concentrated to give a crystalline product, yield 73 g (86%), m.pt 168° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05734051uspto-grants-1998_03