Phosphorus oxychloride → 11-Chloro-dibenzothiazepine

HRID 1825279

Reaktionsgleichung

Reaktionsgleichung von HRID 1825279
C1C2C(=O)NC3C=CC=CC=3SC=2C=CC=1.OCCOCC[C:23]1[C:33]2[S:32][N:31]=[CH:30][C:29]3[CH:34]=[CH:35][CH:36]=[CH:37][C:28]=3[C:27]=2[C:26](N2CCCCC2)=[CH:25][CH:24]=1.P(Cl)(Cl)([Cl:46])=O>>[Cl:46][C:37]1[C:28]2[C:27]3[CH:26]=[CH:25][CH:24]=[CH:23][C:33]=3[S:32][N:31]=[CH:30][C:29]=2[CH:34]=[CH:35][CH:36]=1

Komponenten

4

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 374829DibenzothiazepinoneHCID 1317257604-(2-(2-Hydroxyethoxy)ethyl]-1-piperadinyldibenzothiazepine

Produkt 1

HCID 6854059311-Chloro-dibenzothiazepine

Versuchsvorschrift

EP 0282236-A1 describes that a dibenzothiazepine derivative of the above-mentioned formula (5) can be processed to give 11-[4-(2-(2-hydroxyethoxy) ethyl]-1-piperadinyldibenzothiazepine derivative which is of value as an antipsychotic pharmaceutical. In more detail, dibenzo-[b,f] [1,4]thiazepin-11-one, which is a representative compound of the dibenzothiazepine derivatives of the formula (5), is reacted with phosphorus oxychloride to yield a 11-chloro-dibenzothiazepine derivative; and to the 11-chloro-dibenzothiazepine derivative is added piperazine to yield a 11-piperazinyl-dibenzothiazepine derivative, which is subsequently reacted with 2-chloro-ethoxyethanol under basic conditions to give the desired 11-[4-(2-(2-hydroxyethoxy)ethyl]-1-=piperadinyldibenzothiazepin.

Quellen und Nachweise

ORD-Eintrag
ord-3be5f9305d3445e19921a2cb2d627a09
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07045621B1

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