2-Chloro-9-(2-hydroxyethoxymethyl)adenine → 2-Chloro-9-(2-hydroxyethoxymethyl)hypoxanthine

HRID 1577089노트

반응식

HRID 1577089 반응식
N([O-])=[O:2].[Na+].[Cl:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[CH:11][N:12]2[CH2:15][O:16][CH2:17][CH2:18][OH:19])=[C:8](N)[N:7]=1>C(O)(=O)C>[Cl:5][C:6]1[NH:7][C:8](=[O:2])[C:9]2[N:10]=[CH:11][N:12]([CH2:15][O:16][CH2:17][CH2:18][OH:19])[C:13]=2[N:14]=1

참가 물질

4

반응물 2

HCID 128995862-Chloro-9-(2-hydroxyethoxymethyl)adenineHCID 23668193Sodium Nitrite

생성물 1

HCID 1356751292-Chloro-9-(2-hydroxyethoxymethyl)hypoxanthine수율 49.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Solid sodium nitrite (0.97 g) was added at room temperature with stirring over a period of one hour to a solution of 2-chloro-9-(2-hydroxyethoxymethyl)adenine (0.5 g) in glacial acetic acid (10 ml). The reaction mixture was stirred for an additional 41/2 hours. The white solid was removed by filtration, washed with cold acetic acid and then well triturated with cold water to remove the sodium acetate present. The solid product was retained. The combined acetic acid filtrate and wash was evaporated at reduced pressure and 40° C. bath temperature and the residual oil triturated with cold water. The resulting solid material was combined with the previously isolated solid and the combined solids dried and recrystallized from ethanol to give 2-chloro-9-(2-hydroxyethoxymethyl) hypoxanthine (0.25 g), m.p. >310° C. Elemental analysis and NMR spectrum were consistent with this structure.

후처리

  1. customThe white solid was removed by filtration
  2. washwashed with cold acetic acid
  3. customwell triturated with cold water
  4. customto remove the sodium acetate present
  5. washThe combined acetic acid filtrate and wash
  6. customwas evaporated at reduced pressure and 40° C. bath temperature
  7. customthe residual oil triturated with cold water
  8. customthe combined solids dried
  9. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-a0fb22c18e8a46eda4885bd396d3f488
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04287188

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