4-Hydroxybenzaldehyde → 4-(5-Methyl-2-phenyl-4-thiazolylmethoxy)benzaldehyde

HRID 1294123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1294123
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:6][C:7]=1[CH3:8].[OH:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:8][C:7]1[S:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:4][C:3]=1[CH2:2][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1

Komponenten

6

Edukt 4

HCID 1264-HydroxybenzaldehydeHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 12794636Thiazole, 4-(chloromethyl)-5-methyl-2-phenyl-

Produkt 1

HCID 230250854-(5-Methyl-2-phenyl-4-thiazolylmethoxy)benzaldehydeAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 4-chloromethyl-5-methyl-2-phenylthiazole (5.40 g), 4-hydroxybenzaldehyde (2.91 g), anhydrous potassium carbonate (4.95 g) and N,N-dimethylformamide (50 mL) was stirred at 80° C. for 3 hrs. The reaction mixture was poured into water, and the precipitated solid was collected by filtration, and dried with air to give crystals (6.85 g, 93%) of 4-[(5-methyl-2-phenyl-4-thiazolyl)methoxy]benzaldehyde. Recrystallization from ethyl aceetate-hexane gave colorless prism crystals. melting point: 18-119° C.

Aufarbeitung

  1. filtrationthe precipitated solid was collected by filtration
  2. customdried with air

Quellen und Nachweise

ORD-Eintrag
ord-89ac409cabab47bcbd0651b9610c8ed1
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238716B2

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