GB943277A - Dibenz[b,f]azepines and process for their preparation - Google Patents

Dibenz[b,f]azepines and process for their preparation

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Publication number
GB943277A
GB943277A GB3927060A GB3927060A GB943277A GB 943277 A GB943277 A GB 943277A GB 3927060 A GB3927060 A GB 3927060A GB 3927060 A GB3927060 A GB 3927060A GB 943277 A GB943277 A GB 943277A
Authority
GB
United Kingdom
Prior art keywords
general formula
compound
azepines
dibenzo
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3927060A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
JR Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH8063459A external-priority patent/CH383977A/en
Application filed by JR Geigy AG filed Critical JR Geigy AG
Publication of GB943277A publication Critical patent/GB943277A/en
Expired legal-status Critical Current

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Abstract

The invention comprises compounds of the general formula: <FORM:0943277/C2/1> (wherein X and Y represent hydrogen atoms, symmetrically disposed identical halogen atoms, or symmetrically disposed methyl groups, and R represents an alkyl or alkenyl radical of at most 5 carbon atoms), and the preparation thereof by treating a compound of the general formula: <FORM:0943277/C2/2> (wherein Z represents a C1-5 alkyl or alkoxy radical) with bromine to form a dibromo compound of the general formula: <FORM:0943277/C2/3> and treating this with two molecular proportions of an alkali metal compound of an alcohol ROH to form a compound of the first general formula above, which, if desired, is hydrolysed to a compound of the second general formula, or by a modified process in which the dibromo compound is first treated with an inorganic or organic basic substance to form a monobromo compound of the general formula: <FORM:0943277/C2/4> and this is then treated with at least an equimolecular proportion of the alkali metal alcoholate. The products are useful as intermediates in the synthesis of medicaments. 5-Acetyl-5H-dibenzo[b,f]azepines of the third general formula above (in which Z=CH3) are prepared by acetylation of the corresponding 5H-dibenzo[b,f]azepines, or of their 10,11-dihydro derivatives with subsequent bromination with bromosuccinimide and splitting off of hydrogen bromide under conditions not affecting the acetyl group.
GB3927060A 1959-11-16 1960-11-16 Dibenz[b,f]azepines and process for their preparation Expired GB943277A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH8063459A CH383977A (en) 1959-11-16 1959-11-16 Process for the production of new azepine derivatives

Publications (1)

Publication Number Publication Date
GB943277A true GB943277A (en) 1963-12-04

Family

ID=4538106

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3927060A Expired GB943277A (en) 1959-11-16 1960-11-16 Dibenz[b,f]azepines and process for their preparation

Country Status (2)

Country Link
ES (1) ES262485A1 (en)
GB (1) GB943277A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4076812A (en) * 1974-09-27 1978-02-28 Ciba-Geigy Corporation 10-Halogeno- or 10,11-dihalogeno derivatives of 5H-dibenz[b,f]azepine
WO2005096709A2 (en) * 2004-03-11 2005-10-20 Sun Pharmaceutical Industries Limited A process for the preparation of 10,11-dihydro-10-oxo-5h-dibenz[b,f]azepine-5-carboxamide

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4076812A (en) * 1974-09-27 1978-02-28 Ciba-Geigy Corporation 10-Halogeno- or 10,11-dihalogeno derivatives of 5H-dibenz[b,f]azepine
WO2005096709A2 (en) * 2004-03-11 2005-10-20 Sun Pharmaceutical Industries Limited A process for the preparation of 10,11-dihydro-10-oxo-5h-dibenz[b,f]azepine-5-carboxamide
WO2005096709A3 (en) * 2004-03-11 2006-04-27 Sun Pharmaceutical Ind Ltd A process for the preparation of 10,11-dihydro-10-oxo-5h-dibenz[b,f]azepine-5-carboxamide

Also Published As

Publication number Publication date
ES262485A1 (en) 1961-06-01

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