Ammonia → 2,6-Dimethoxymethyl-4-(4'-methylmercaptophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

HRID 329281

Reaktionsgleichung

Reaktionsgleichung von HRID 329281
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[CH2:11]([O:13][C:14](=[O:21])[CH2:15][C:16]([CH2:18][O:19][CH3:20])=O)[CH3:12].[NH3:22]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:7]([C:6]2[CH:9]=[CH:10][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)[C:15]([C:14]([O:13][CH2:11][CH3:12])=[O:21])=[C:16]([CH2:18][O:19][CH3:20])[NH:22][C:16]=1[CH2:18][O:19][CH3:20])=[O:21])[CH3:12]

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 769854-(Methylthio)benzaldehydeHCID 12645099Ethyl 4-methoxy-3-oxobutanoate

Produkt 1

HCID 681212482,6-Dimethoxymethyl-4-(4'-methylmercaptophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl esterAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

7.6 g of 4-methylmercaptobenzaldehyde, 16 g of γ-methoxyacetoacetic acid ethyl ester and 6 ml of aqueous concentrated ammonia in 30 ml of ethanol are heated to the boil for 6-8 hours, and 2,6-dimethoxymethyl-4-(4'-methylmercaptophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester is obtained in the form of beige crystals of melting point 136°-138° C.

Quellen und Nachweise

ORD-Eintrag
ord-73b84b635c304d208b0b8b973465f8bb
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04020178

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