2,4-Dichlorophenol → HCID 13282762, Verbindung

HRID 746113

Reaktionsgleichung

Reaktionsgleichung von HRID 746113
Cl[C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:7])[N:6]=1.[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[OH:21].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[O:21][C:2]1[S:3][C:4]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:7])[N:6]=1

Komponenten

5

Edukt 3

HCID 84492,4-DichlorophenolHCID 11430Potassium CarbonateHCID 594903Ethyl 2-chloro-4-methyl-1,3-thiazole-5-carboxylate

Produkt 1

HCID 13282762HCID 13282762, VerbindungAusbeute 58,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 6.24 g (0.03 mole) of ethyl 2-chloro-4-methyl-5-thiazolecarboxylate, 4.89 g (0.03 mole) of 2,4-dichlorophenol, 4.14 g (0.03 mole) of potassium carbonate and 40 ml. of acetone was held at reflux for 89 hours. Acetone was removed under reduced pressure. The residue was treated with 50 ml. of water and extracted with ether. The ether solution was washed successively with saturated sodium bicarbonate, 30 ml. of 10% sodium hydroxide and 50 ml. of water. The ether solution was dried (MgSO4) and concentrated. The residue was recrystallized from hexane to give 5.8 g (58%) of ethyl 2-(2',4'-dichlorophenoxy)-4-methyl-5-thiazolecarboxylate as a white solid, m.p. 71°-73° C.

Aufarbeitung

  1. temperatureat reflux for 89 hours
  2. customAcetone was removed under reduced pressure
  3. additionThe residue was treated with 50 ml
  4. extractionof water and extracted with ether
  5. washThe ether solution was washed successively with saturated sodium bicarbonate, 30 ml
  6. dry with materialThe ether solution was dried (MgSO4)
  7. concentrationconcentrated
  8. customThe residue was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-7b46be99bf9740b7ab86e642b8ebe80c
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04602454

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