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Hydrochloric Acid → 7-Methoxy-1,2,4,5-tetrahydroimidazo[1,2-a]quinoline

HRID 1856775
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HRID 1856775 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=O)[CH2:7][CH2:6]2.[CH2:14](N)[CH2:15][NH2:16].CC1C=CC(S(O)(=O)=O)=CC=1.O.Cl.[OH-].[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]1[CH2:14][CH2:15][N:16]=[C:8]1[CH2:7][CH2:6]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 3301EthylenediamineHCID 14798Sodium HydroxideHCID 521998p-Toluenesulfonic acid monohydrateHCID 108884676-Methoxy-1,2,3,4-tetrahydroquinolin-2-one

생성물 1

HCID 221329127-Methoxy-1,2,4,5-tetrahydroimidazo[1,2-a]quinoline수율 12%

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온도
200 °C

실험 절차

To a mixture of Compound 13 (0.50 g, 2.6 mmol) and ethylenediamine (0.88 ml, 13.1 mmol) was added p-TsOH H2O (2.5 g, 13-1 mmol), and heated to 200° C. for 24 h. The cooled mixture was solved with 6N HCl, basified with NaOH aq., and extracted with CH2Cl2. The organic layers were combined, dried over MgSO4, filtered, and concentrated. This residue was purified by SiO2 chromatography to give Compound 14 (63 mg, 0.31 mmol, 12%) as a colorless oil.

후처리

  1. extractionextracted with CH2Cl2
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThis residue was purified by SiO2 chromatography

출처 및 근거

ORD 기록
ord-eb22db6bf0ca4404982d53072d097e6c
출처 데이터셋
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06143767

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