Methanol → Hypoxanthine

HRID 1976560노트

반응식

HRID 1976560 반응식
C(OC1C=C(C=CC=1OC)C[N:13]1[C:21]2[N:20]=[C:19](C(OCC3C=CC=CC=3)(C)C)[NH:18][C:17]=2[C:16](=[O:33])[NH:15][C:14]1=S)C1C=CC=CC=1.C(OC1C=C(C=CC=1OC)CN1C2N=C(C(OCC3C=CC=CC=3)(C)C)NC=2C(=O)N=C1)C1C=CC=CC=1.CO>C(O)CC.[Ni]>[NH:15]1[C:16](=[O:33])[C:17]2[NH:18][CH:19]=[N:20][C:21]=2[N:13]=[CH:14]1

참가 물질

6

반응물 3

HCID 887MethanolHCID 9914306HCID 9914306, 화합물HCID 21998625HCID 21998625, 화합물

생성물 1

HCID 135398638Hypoxanthine수율 35.1%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 10311-Propanol용매

실험 절차

3-(3-Benzyloxy-4-methoxy-benzyl)-8-(1-benzyloxy-1-methyl-ethyl)-2-thioxanthine (26.05 g, 48 mmole) was heated under reflux in 1-propanol (700 ml) with Raney-nickel (29 g) (treated with 0.1% aqueous acetic acid) for 1.5 hours. The nickel was filtered off and the solvent evaporated in vacuo. The residue was dissolved in dichloromethane (300 ml), extracted with sodium carbonate solution and evaporated again to dryness. The residue was dissolved in methanol (150 ml), treated with charcoal, filtered, concentrated and crystallized to give 3-(3-benzyloxy-4-methoxy-benzyl)-8-(1-benzyloxy-1-methyl-ethyl)-hypoxanthine (15.81 g, 64.5%), mp 78-86° C. (containing methanol). A second crop gave 2.29 g (9.3%) of hypoxanthine.

후처리

  1. filtrationThe nickel was filtered off
  2. customthe solvent evaporated in vacuo
  3. dissolutionThe residue was dissolved in dichloromethane (300 ml)
  4. extractionextracted with sodium carbonate solution
  5. customevaporated again to dryness
  6. dissolutionThe residue was dissolved in methanol (150 ml)
  7. additiontreated with charcoal
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customcrystallized
  11. customto give

출처 및 근거

ORD 기록
ord-5e4d8350c5b64a86a59dbb3ab0e03367
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06228859B1

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