Acetic Acid → Diethyl 1-methyl-2-(methylthio)-1H-imidazole-4,5-dicarboxylate

HRID 1728961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1728961
[CH3:1][S:2][C:3]1[NH:4][C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1.[N+](=[CH2:20])=[N-].C(O)(=O)C>CCOCC>[CH3:20][N:7]1[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:4]=[C:3]1[S:2][CH3:1]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 9550Diazomethane2×HCID 14416595Diethyl 2-(methylsulfanyl)-1H-imidazole-4,5-dicarboxylate

Produkt 1

HCID 303834Diethyl 1-methyl-2-(methylthio)-1H-imidazole-4,5-dicarboxylateAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Diethyl 2-(methylthio)imidazole-4,5-dicarboxylate (10 g; 0.039 tool) was slowly added in small portions to a solution of diazomethane in ether (containing approximately 3 g of diazomethane). Nitrogen was evolved immediately and the solution was allowed to stand at room temperature overnight. Excess diazomethane was then decomposed by the addition of dilute acetic acid and the reaction mixture was worked up in the usual way. Diethyl 1-methyl-2-(methylthio)imidazole-4,5-dicarboxylate (10.2 g; 97%) was obtained as a thick yellow oil.

Quellen und Nachweise

ORD-Eintrag
ord-d010818eb3f2479cae7ab4ecc5eb7b23
Quelldatensatz
uspto-grants-1994_07
Patentnummer
US05329012

Notizen zur Reaktion

Wird geladen…