Process for production of 1-aryloxy-aminopropane derivatives
AssigneeTeikoku Hormone Mfg. Co., Ltd.
InventorsKunio Tsukamoto, Yasushi Suzuki, Akihiro Izumi, Yoshio Hiramatsu
Life of this patent
Estimating the term…
Abstract
A process for the preparation of 1-aryloxy-3-aminopropane derivatives and acid addition salts thereof and such products per se the process comprising ring opening of tertiary azetidinol derivatives. They possess .beta.-adrenergic blocking activity and an activity of controlling secretion of gastric juice and are therefore useful antiulcerative medicines for peptic ulcer and duodenal ulcer.
Claims12
A process for the preparation of 1-aryloxy-3-aminopropane derivative expressed by the formula ##STR26## wherein R is a straight or branched alkyl group of up to 6 carbon atoms or an aralkyl group of 7 to 9 carbon atoms;
- Z is a hydrogen atom, an alkoxymethyl group of 1 to 4 carbon atoms in the alkyl moiety or a group represented by the formula ##STR27## wherein R.sup.9 is a hydrogen atom or an electron-donor group selected from the group consisting of an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a halogen atom and a halogenated alkyl group of 1 to 4 carbon atoms, and n is an integer of 1 to 3;
- and
- Ar is a member selected from the group consisting of indolyl groups and 1,4-benzodioxanyl groups,
- which comprises reacting in a non-aqueous reaction system a tertiary azetidinol derivative expressed by the formula ##STR28## wherein Z and R are as defined above, with a heterocyclic compound selected from the group consisting of hydroxyindols and hydroxy-1,4-benzodioxanes at a temperature of 130.degree. C. to 250.degree. C. in the absence of a catalyst or in the presence of not more than 1/10 mole of a basic catalyst per mole of the heterocyclic compound.
Dependencies are inferred from the claim text.