3,4-dihydro-2H-pyran → 4,5-dibromo-2-{4-[(tetrahydropyranyl)oxy]phenyl}-2H-pyridazin-3-one

HRID 15048노트

반응식

HRID 15048 반응식
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.[O:18]1[CH:23]=[CH:22][CH2:21][CH2:20][CH2:19]1.[Br:24][C:25]1[C:26](=[O:39])[N:27]([C:32]2[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=2)[N:28]=[CH:29][C:30]=1[Br:31]>ClCCl>[Br:24][C:25]1[C:26](=[O:39])[N:27]([C:32]2[CH:33]=[CH:34][C:35]([O:38][CH:23]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)=[CH:36][CH:37]=2)[N:28]=[CH:29][C:30]=1[Br:31]

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 684287654,5-dibromo-2-(4-hydroxyphenyl)-2H-pyridazin-3-one

생성물 1

HCID 684288614,5-dibromo-2-{4-[(tetrahydropyranyl)oxy]phenyl}-2H-pyridazin-3-one수율 86%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A catalytic amount of pyridinium p-toluenesulfonate and 3,4-dihydro-2H-pyrane (0.8 mL, 8.89 mmols) were added to a dichloromethane (30 mL) solution of 4,5-dibromo-2-(4-hydroxyphenyl)-2H-pyridazin-3-one (1.03 g, 2.98 mmols), and stirred at room temperature for 2 hours, washed with saturated aqueous sodium bicarbonate solution and saturated brine, and dried over anhydrous potassium carbonate. Concentrating the solvent under reduced pressure, the resulting residue was crystallized from mixed solvent of ethyl acetate and hexane to provide the title compound (1.1 g, 86%).

후처리

  1. washwashed with saturated aqueous sodium bicarbonate solution and saturated brine
  2. dry with materialdried over anhydrous potassium carbonate
  3. concentrationConcentrating the solvent under reduced pressure
  4. customthe resulting residue was crystallized
  5. additionfrom mixed solvent of ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-2d12e7bdf6a04c519d5deb44ecdd7cfa
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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