반응 #3724

ord-cc12e5c031414063a4d8c42a97e5d896

반응 방정식

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

반응 조건

온도
5°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05734051uspto-grants-1998_03