http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1467061-A

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filingDate 1974-05-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1977-03-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1467061-A
titleOfInvention Quinolines and process for their manufacture
abstract 1467061 Quinoline derivatives CIBA-GEIGY AG 7 May 1974 [11 May 1973 21 March 1974] 20037/74 Heading C2C Novel compounds I (Ph is a 1,2-phenylene radical carrying a cycloaliphatic radical and optionally other substituents; Rx is a free or etherified OH group or an optionally substituted amino group; R 0 is alkyl OH 1-7 C alkoxy or H; R 1 is H, an aliphatic or cycloaliphatic hydrocarbon radical optionally substituted by OH or an araliphatic radical; X is O or S) and salts thereof or their tautomers are prepared by: (1) intramolecular condensation of a compound IV (Z 0 is an esterified or etherified OH group) with elimination of HZ 0 ; (2) conversion of a radical Z into the group CORx in a compound V (Z is a functionally modified COOH group, other than an ester or amide group, which can be converted to -COR x by hydrolysis, alcoholysis or aminolysis (ammonolysis) or Z is acetyl which can be oxidized to COOH); (3) intramolecular condensation of a compound VI (R x is etherified OH or amino; one of Z 1 and Z 2 is -COA and the other is H; A is H, 1-4 C alkyl, halo, alkoxy, azido or together with the COOH group forms an anhydride or imide group); (4) cyclization of a compound VIII (one of R x <SP>1</SP> and R x <SP>2</SP> is 1-4 C alkoxy and the other is CH 2 COR x ) to give a compound I where X is O, R 0 is OH and R x is etherified OH; (5) conversion of a radical Z 3 into the oxo or OH group by hydrolysis of a compound IX (Z 3 is a functionally modified oxo group; or in the tautomer Z 8 is reactive esterified hydroxyl) ; (6) conversion of the group SY by hydrolysis into -SH in a compound X or XI (-SY is -G-C(NH 2 )=NH; -S-CO-R or -S-CS-R; and R is 1-7 C alkyl or phenyl- 1-4 C alkyl); or (7) reaction of a compound XII or XIIa (Y 1 is halo, ammonium or 1-4 C alkylsulphonyl) or a salt thereof with an alkali metal sulphide or bisulphide. Other conventional modifications, racemisations and salt formations are also described. Compounds IV may be prepared by reaction of a compound IVa with a compound IVb (Z 0 <SP>1</SP> is alkoxy). Compounds V may be prepared by cyclization of compounds Va Compounds VIII may be prepared by reaction of a compound VIIIa with a compound Rx<SP>11</SP>-CO-CH 2 -CORx (Rx<SP>11</SP> is halo). Compounds IX may be prepared by cyclization of a compound IXa (Rx<SP>1</SP> is etherified OH). Pharmaceutical compositions useful as antimicrobial, analgesic and antiinflammatory agents comprise a compound I together with a suitable carrier or diluent. Fungicidal compositions and bactericidal compositions comprise a compound I together with suitable bases.
priorityDate 1973-05-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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Total number of triples: 33.