Water → HCID 178493807、化合物

HRID 59612

反応式

HRID 59612 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12](=[N:15][NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19](Br)[C:18]=3[O:24][CH3:25])[C:11]([CH3:26])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8].[C:27]([C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][CH:35]=1)([OH:29])=[O:28].[OH-].[K+].O>C(O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12](=[N:15][NH:16][C:17]3[C:18]([O:24][CH3:25])=[C:19]([C:34]4[CH:33]=[CH:32][CH:31]=[C:30]([C:27]([OH:29])=[O:28])[CH:35]=4)[CH:20]=[CH:21][CH:22]=3)[C:11]([CH3:26])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8]

参加物

7

反応物 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 27339573-Carboxyphenylboronic acidHCID 1784863784-[(3-bromo-2-methoxyphenyl)hydrazinylidene]-2-(3,4-dimethylphenyl)-5-methylpyrazol-3-one

生成物 1

HCID 178493807HCID 178493807、化合物

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of 1-(3,4-dimethylphenyl)-3-methyl-4-(3-bromo-2-methoxyphenyl)hydrazono-5-pyrazolone (5 g) prepared as in Example 2, and 3-carboxyphenylboronic acid (2.99 g), bis(triphenylphosphine)palladium(II)chloride [PdCl2(PPh3)2] (0.42 g), potassium hydroxide (1.74 g) in ethanol. (250 mL) and water (30 mL) was heated to about reflux temperature and stirred for about 24 hours. The hot mixture was filtered to remove the catalyst. The clear filtrate was concentrated under vacuum. To the residue, water (100 mL) was added; acidified to pH 3-5 using hydrochloric acid and stirred for about 30 minutes at about room temperature. The slurry was filtered to give a yellowish orange solid product, which was washed with water (50 mL) and dried in an oven at about 55° C. to about 60° C. for about 12 hours.

後処理

  1. temperatureto about reflux temperature
  2. filtrationThe hot mixture was filtered
  3. customto remove the catalyst
  4. concentrationThe clear filtrate was concentrated under vacuum
  5. additionTo the residue, water (100 mL) was added
  6. stirringstirred for about 30 minutes at about room temperature
  7. filtrationThe slurry was filtered
  8. customto give a yellowish orange solid product, which
  9. washwas washed with water (50 mL)
  10. customdried in an oven at about 55° C. to about 60° C. for about 12 hours

出典と根拠

ORDレコード
ord-8d908f82a67948d084d40fd3232b94ae
出典データセット
uspto-grants-2016_09
特許番号
US09440927B2

関連ノート

読み込み中…