Ethyl [(4-Chlorophenyl)thio]acetate → Diethyl 5-(4-chlorophenylthio)-2-dimethylamino-2,4-hexadienedioate

HRID 1074030

Reaktionsgleichung

Reaktionsgleichung von HRID 1074030
CN(C)C(=CC=C(C1C=CC=CC=1)C(OCC)=O)C(OCC)=S.F[B-](F)(F)F.[CH3:29][N:30]([CH3:42])[C:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:32][CH:33]=[N+](C)C.CC[O-].[Na+].[Cl:47][C:48]1[CH:53]=[CH:52][C:51]([S:54][CH2:55][C:56]([O:58][CH2:59][CH3:60])=[O:57])=[CH:50][CH:49]=1>C(O)C>[Cl:47][C:48]1[CH:53]=[CH:52][C:51]([S:54][C:55]([C:56]([O:58][CH2:59][CH3:60])=[O:57])=[CH:33][CH:32]=[C:31]([N:30]([CH3:42])[CH3:29])[C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:50][CH:49]=1

Komponenten

6

Edukt 4

HCID 257604Ethyl [(4-Chlorophenyl)thio]acetateHCID 2723922Sodium ethoxideHCID 86743575N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743580Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

Produkt 1

HCID 53649134Diethyl 5-(4-chlorophenylthio)-2-dimethylamino-2,4-hexadienedioateAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (14.3 g), a 2M ethanolic solution of sodium ethylate (25 cc) and ethyl (4-chlorophenylthio)acetate (11.5 g) in ethanol (100 cc). Diethyl 5-(4-chlorophenylthio)-2-dimethylamino-2,4-hexadienedioate (19 g) is thereby obtained, and is used in the crude state in the subsequent phases.

Quellen und Nachweise

ORD-Eintrag
ord-e565eeba0ac340d89ca440f4283eb033
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971979

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