| 摘要 |
<p>1,162,628. Novel thio-benzoxazins. SOC. FARMACEUTICI ITALIA. 22 July, 1968 [25 July, 1967], No. 34845/68. Heading C2C. Novel 2 - thio - 1,3 - benzoxazins of the structure I wherein R and R<SP>1</SP>, which may be the same or different, are each hydrogen, a methyl or an ethyl radical are prepared by reacting a sulphurcontaining cyclization agent with o-hydroxyphenyl - alkylamino - alkyl carboxylic acid lower alkyl (C 1 -C 4 ) esters IV wherein R and R<SP>1</SP> are as above and R<SP>11</SP> is an alkyl radical (C 1 -C 4 ), to give 3-carboalkoxyalkyl - 1,3 - benzoxazin - 2 - thiones III This ester is hydrolysed and transformed into the corresponding amide I. The cyclization reaction is preferably carried out in the presence of a condensing agent such as pyridine, triethylamine or diethylamine using thiophosgene, carbon disulphide or carbonyl thiodiimidazole. The transformation of the acid 3 - carboxyalkyl - 1,3 - benzoxazin - 2 - thione II formed from the ester II by hydrolysis may be performed by reaction with ammonia in the presence of dicyclohexyl carboxdiimide or N- hydroxysuccinimide. The amide I separates by crystallization as a solid stable to light and heat. Pharmaceutical compositions containing a compound I have an anti-depressant effect and are administered orally.</p> |
