Ethyl isothiocyanatoformate → 3-(2-Methoxy-2-methylpropyl)-2-thioxanthine

HRID 548782노트

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HRID 548782 반응식
C(O[C:4]([N:6]=[C:7]=[S:8])=[O:5])C.[CH3:9][O:10][C:11]([CH3:23])([CH3:22])[CH2:12][NH:13][C:14]1[N:15]=[CH:16][NH:17][C:18]=1C(N)=O>C(Cl)Cl>[CH3:9][O:10][C:11]([CH3:23])([CH3:22])[CH2:12][N:13]1[C:14]2[N:15]=[CH:16][NH:17][C:18]=2[C:4](=[O:5])[NH:6][C:7]1=[S:8]

참가 물질

4

반응물 2

HCID 85320Ethyl isothiocyanatoformateHCID 671575204-[(2-methoxy-2-methylpropyl)amino]-1H-imidazole-5-carboxamide

생성물 1

HCID 236583763-(2-Methoxy-2-methylpropyl)-2-thioxanthine수율 32%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

Ethoxycarbonyl isothiocyanate (0.144 g, 1.1 mmol) was added to a stirred solution of 4-[(2-methoxy-2-methylpropyl)amino]-1H-imidazole-5-carboxamide (0.155 g, 0.73 mmol), which was obtained from Example 3(b), in CH2Cl2 (2.5 mL) at r.t. for 16 h. The solvent was evaporated and the residue was then dissolved in 2% aqueous sodium hydroxide (NaOH) solution (10 mL) and heated at 50° C. for 3 h. The pH was adjusted to neutral with 2 M HCl and the resulted precipitates were collected by filtration followed by prep-HPLC purification. The title compound was obtained as a white solid in 32% yield (60 mg).

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was then dissolved in 2% aqueous sodium hydroxide (NaOH) solution (10 mL)
  3. customthe resulted precipitates
  4. filtrationwere collected by filtration
  5. customfollowed by prep-HPLC purification

출처 및 근거

ORD 기록
ord-c900137f21a04bed8761c60fe3fdd23e
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943625B2

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