Ethyl formate → Cyanoacetamide

HRID 2164157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2164157
[Na].OC[CH2:4][NH:5]S(C1C=CC(C(CC=O)=O)=CC=1)(=O)=O.[CH3:20][O-].[Na+].C([O:25][CH2:26][CH3:27])=O.C(C1C=CC(S([NH:40][CH2:41][CH2:42]O)(=O)=O)=CC=1)(=O)C>O1CCCC1.O>[C:4]([CH2:27][C:26]([NH2:40])=[O:25])#[N:5].[O:25]=[C:26]1[NH:40][CH:41]=[CH:42][CH:20]=[C:27]1[C:4]#[N:5]

Komponenten

9

Edukt 5

HCID 8025Ethyl formateHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 227503074-Acetyl-N-(2-hydroxyethyl)benzenesulfonamideHCID 538942234-[(2-Hydroxyethyl)aminosulfonyl]benzoylacetaldehyde

Produkt 2

HCID 7898CyanoacetamideHCID 5775433-Cyano-2-pyridone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

From a solution of the sodium salt of 4-[(2-hydroxyethyl)aminosulfonyl]benzoylacetaldehyde in 500 ml. of water (prepared from 41.3 g. of sodium methoxide in 400 ml. of tetrahydrofuran, 56.6 g. of ethyl formate, and a solution of 56.5 g. of 4-acetyl-N-(2-hydroxyethyl)-benzenesulfonamide in 700 ml. of tetrahydrofuran) and 29.7 g. of cyanoacetamide, there is obtained 6-[4-[2-hydroxyethyl)aminosulfonyl]phenyl]-1,2-dihydro-2-oxonicotinonitrile; m.p. 283°-286° C. after crystallization from methanol-dimethylformamide.

Quellen und Nachweise

ORD-Eintrag
ord-9ee2ec9171784631bedca90cac5d0d69
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04137408

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