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

HRID 15048ノート

反応式

HRID 15048 の反応式
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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-2d12e7bdf6a04c519d5deb44ecdd7cfa
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

反応ノート

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