Ammonia → 4-Methyl-1,2-dithiolane-4-carboxamide

HRID 1915986Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1915986
ClC(OCC(C)C)=O.[CH3:9][C:10]1([C:15]([OH:17])=O)[CH2:14][S:13][S:12][CH2:11]1.C([N:20](CC)CC)C.N>C1COCC1.O.C(O)(C)C>[CH3:9][C:10]1([C:15]([NH2:20])=[O:17])[CH2:14][S:13][S:12][CH2:11]1

Komponenten

8

Edukt 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 200693114-Methyl-1,2-dithiolane-4-carboxylic acid

Produkt 1

HCID 263703824-Methyl-1,2-dithiolane-4-carboxamideAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 3776IsopropanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Alternatively, method (Ex. 5-b), 1.2 equivalents of isobutyl chloroformate are added, at 0° C., to a solution of 1 g of Compound 1 in THF with 1.2 equivalents of triethylamine. After 2 hours at room temperature, the reaction medium is added to a cooled solution of ammonia, either at 28% in water or at 2N in isopropanol. The medium is stirred at room temperature for the time required, and then concentrated under vacuum. The crude product is then taken up in toluene, to give Compound 2 after precipitation. Yield=60%

Aufarbeitung

  1. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f4d03334d3fa43a1bfda756d39852eb9
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08617524B2

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