Water → HCID 178493807, 화합물

HRID 59612

반응식

HRID 59612 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 178493807HCID 178493807, 화합물

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8d908f82a67948d084d40fd3232b94ae
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440927B2

연결된 노트

불러오는 중…