GB1256404A - 0-oxa-3,8-diazaspiro(4,5)decan-2,4-diones - Google Patents

Abstract

1,256,404. 1 - Oxa - 3,8 - diazaspiro[4,5]- decan - 2,4 - dione derivatives. DAINIPPON PHARMACEUTICAL CO. Ltd. 4 June, 1969 [7 June, 1968; 10 June, 1968 (2)], No. 28361/69. Heading C2C. Novel compounds I (including salts thereof) wherein R 1 is H, benzyl, R<SP>1</SP>(CH 2 )n- (R<SP>1</SP> is halogen, hydroxy or optionally halo-substituted benzoyl and n is 2 or 3) a Group III (R<SP>11</SP> is H, halogen, CF 3, alkoxy, NO 2, CN, alkylthio, alkyl, dialkylaminosulphonyl or acetyl and n is 2 or 3) or a Group IV or V (n is 2 or 3) and R 2 is H, optionally hydroxysubstituted-alkyl optionally halo-substitutedphenyl or benzyl, are obtained: (a) by interaction of VI and R<SP>1</SP> 2 NCO followed by hydrolysis of the intermediate VIII so obtained (R<SP>1</SP> 1 has same meaning as R 1 but is not H and R<SP>1</SP> 2 has same meaning as R 2 but is not H or hydroxy-alkyl and can also be benzoyl or alkanoyl); (b) by hydrogenating I in which R 1 is benzyl to afford corresponding I in which R 1 is H; (c) by alkylating I in which R 1 is H or R 2 is H; (d) by converting I in which R 1 is halogen(CH 2 )n- (prepared utilizing halogen- (CH 2 ) n -halogen<SP>1</SP>) into I wherein R 1 is the Group III, IV or V; (e) by reacting I in which R 1 is HO(CH 2 ) n with R 4 COCl [R 4 is the group III less the (CH 2 ) n fragment] and decarboxylating the intermediate R 4 COO(CH 2 ) n -compound so obtained; or (f) by utilizing the Mannich reaction on I in which R i is H (the other reactants are formaldehyde or paraformaldehyde and p-Y-C 6 H 4 -COMe wherein Y is H or halogen) to afford I in which R 1 is p-Y-C 6 H 4 - CO(CH 2 ) 2 -. 1 - Benzyl - 4 - piperidone is obtained by interaction of benzyl isocyanate and 1-benzyl-4- cyano -4-piperidinol. Pharmaceutical preparations useful as psychotropic agents contain I as active ingredient; administration is, e.g. orally or intraperitoneally.