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Sodium Hydroxide → N-[2-[[2-Hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl]amino]ethyl]-4-(1H-imidazol-1-yl)benzamide

HRID 728828
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HRID 728828 반응식
Cl.[NH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:9][CH:8]=1.[OH-:19].[Na+].O1C(C[C:25]2[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][O:33][CH3:34])=[CH:27][CH:26]=2)C1>CO.O>[OH:19][CH:7]([CH2:6][O:18][C:25]1[CH:26]=[CH:27][C:28]([CH2:31][CH2:32][O:33][CH3:34])=[CH:29][CH:30]=1)[CH2:8][NH:2][CH2:3][CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:9][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 45259278N-(2-aminoethyl)-4-(1H-imidazol-1-yl)benzamide hydrochlorideHCID 536452031,2-Epoxy-3-[4-(2-methoxyethyl)phenyl]propane

생성물 1

HCID 14739880N-[2-[[2-Hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl]amino]ethyl]-4-(1H-imidazol-1-yl)benzamide

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962
Water
용매

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온도
60 °C

실험 절차

To a solution of 10 g (37.5 mmol) N-(2-aminoethyl)-4-(1H-imidazol-1-yl)benzamide hydrochloride in 50 mL methanol and 5 mL water with 1.69 g (42 mmol) sodium hydroxide, add 8.59 g(41.2 mmol) 1,2-epoxy-3-[4-(2-methoxyethyl)phenyl]propane. Heat the mixtureto 60° C. for about 18 h. Cool the reaction mixture to room temperature and remove the solvents in vacuo. The resulting oil is chromatographed on alumina (activity III) using CH2Cl2 :MeOH, 98:2. Combine the appropriate fractions and remove the solvents to give the title compound which can be recrystallized from ethyl acetate.

후처리

  1. temperatureCool the reaction mixture to room temperature
  2. customremove the solvents in vacuo
  3. customThe resulting oil is chromatographed on alumina (activity III)
  4. customCombine the appropriate fractions and remove the solvents

출처 및 근거

ORD 기록
ord-b14908542a7148cc8aedf22e03f96318
출처 데이터셋
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05051423

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