Ethyl Thioglycolate → 4,5-Diphenyl-2-oxazolyl mercaptoacetic acid

HRID 1580805

Reaktionsgleichung

Reaktionsgleichung von HRID 1580805
C([O:3][C:4](=[O:7])[CH2:5][SH:6])C.[H-].[Na+].[H][H].Cl[C:13]1[O:14][C:15]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:17]=1.BrC1OC(C2C=CC=CC=2)=C(C2C=CC=CC=2)N=1>CN(C=O)C>[C:18]1([C:16]2[N:17]=[C:13]([CH:5]([SH:6])[C:4]([OH:7])=[O:3])[O:14][C:15]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

7

Edukt 5

HCID 12185Ethyl ThioglycolateHCID 24758Sodium hydrideHCID 131311622-Chloro-4,5-diphenyloxazoleHCID 214087062-Bromo-4,5-diphenyl-oxazoleHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 214083604,5-Diphenyl-2-oxazolyl mercaptoacetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

12 g. of thioglycolic acid ethyl ester is added to a suspension of 2.4 g. of NaH in 200 ml. of freshly distilled DMF, and the mixture is agitated until the evolution of hydrogen has ceased. Thereafter, 25.5 g. of 2-chloro-4,5-diphenyl-oxazole or 30 g. of 2-bromo-4,5-diphenyl-oxazole is added to the mixture. The latter is agitated for 5 hours at 80° and worked up as usual, thus obtaining the ethyl ester of 4,5-diphenyl-2-oxazolyl-mercaptoacetic acid, b.p. 207°-210°/0.1 mm.; m.p. 54°-56° (hexane).

Quellen und Nachweise

ORD-Eintrag
ord-77c0f9ec793b4057b66445804ac4916a
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03933840

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