http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1060139-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_6b6fc801b5bfe5304ffa40d938db6e09
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D313-14
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D337-14
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D313-14
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D337-14
filingDate 1964-12-04-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1967-03-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1060139-A
titleOfInvention Thiepin and oxepin derivatives and process for their production
abstract The invention comprises compounds of the formula <FORM:1060139/C2/1> wherein Z represents an oxygen or sulphur atom, X and Y represent hydrogen, halogen up to the atomic number 35, C1- 4 alkyl, C1- 4\t alkoxy or C1- 4 alkylthio, A represents a straight or branched-chain alkylene radical having 2 to 5 carbon atoms, R1 and R2 represent C1- 4 alkyl groups, or R1 and R2, together with the adjacent nitrogen atom and with the optional inclusion of a C1- 4 alkylimino group as ring member, represent a saturated heterocyclic radical having 5 to 7 ring members, acid addition salts thereof, and a process for their preparation comprising condensing, in the presence of a basic condensation agent, a compound of the formula <FORM:1060139/C2/2> with a reactive ester of an amino alcohol of the formula <FORM:1060139/C2/3> 2 - Chloro - dibenz[b,f]thiepin - 10(11H) - one is prepared by condensing the potassium salt of 2,5-dichlorobenzoic acid with the sodium salt of thiophenol to form potassium 3-chloro-6-(phenylthio) benzoate, converting this compound to the free acid, reducing the free acid or its ethyl ester (prepared by esterification of the acid) with LiAlH4 to 3-chloro-6-(phenylthio) benzyl alcohol, reacting this compound with 48% HBr to form 2-bromomethyl-4-chloro-diphenyl sulphide, reacting this compound with KCN in ethanol to form 3-chloro-6-(phenylthio) phenyl acetonitrile, hydrolysing this compound to form 3-chloro-6-(phenylthio) phenyl acetic acid and cyclizing this compound by treatment with polyphosphoric acid. 8-Chloro-dibenz[b,f]-thiepin-10(11H)-one is prepared by reducing o-(p1-chlorophenylthio) benzoic acid ethyl ester or the free acid with LiAlH4 to form o-(p1-chlorophenylthio) benzyl alcohol, reacting this compound with 48% HBr to form 2-bromomethyl -41-chlorodiphenyl sulphide, reacting this compound with KCN in ethanol to form o-(p1 -chlorophenylthio)-phenyl acetonitrile, hydrolysing this compound to form o-(p1- chlorophenylthio) phenyl acetic acid and cyclizing this compound by treatment with polyphosphoric acid. Pharmaceutical compositions, in dosage unit form for oral or parenteral administration, comprise a compound of the invention together with a pharmaceutical carrier. They are useful for treating mental disorders.
priorityDate 1963-12-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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