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HRID 67233Erstellt: 24. Oktober 2026

Ethanol → 2,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochloride

https://huagongshe.com/de/reaction/67233

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
Edukt2-ChlorobenzaldehydeHCID 6996—
EduktPotassium CyanideHCID 9032—
Edukt1,3-Diazepane-2-thioneHCID 736589—
LösungsmittelAcetoneHCID 180—
LösungsmittelWaterHCID 962—
Produkt2,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochlorideHCID 20528321—

Reaktionsschritte

A mixture of 22.6 ml. of o-chlorobenzaldehyde, 8 g. of potassium cyanide and 100 ml. of 65% ethanol is refluxed for 2 hours and then refrigerated. Water (30 ml.) is added, refrigeration is continued, then the water layer is decanted and the oil dissolved in toluene, washed with water, dried and concentrated to an oil. The crude 2,2'-dichlorobenzoin is converted to the methanesulfonate ester as described in Example 1, giving an oil. A 14.6 g. portion of this oil is reacted with 2.6 g. of hexahydro-2H-1,3-diazepin-2-thione in 100 ml. of acetone as described in Example 13, giving 1.4 g. of the desired product, m.p. 224°-226° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04344954
Quelldatensatzuspto-grants-1982_08
ORD IDord-cbe95206ec474485bf42dd91a942cc71
Quellennotizuspto-grants-1982_08