FI48457B
1,139,135. Aminoalkyl indanes. KEFALAS A./S. 26 Sept., 1966 [1 Oct., 1965], No. 41849/65. Heading C2C. [Also in Divisions A5 and C5] Compounds of the formula (I) wherein R1 and R2 is each H or lower alkyl, n is 1 or 2, "alkylene" is a 2-8 C alkylene chain containing 2-4 C in the chain link...
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Zusammenfassung: | 1,139,135. Aminoalkyl indanes. KEFALAS A./S. 26 Sept., 1966 [1 Oct., 1965], No. 41849/65. Heading C2C. [Also in Divisions A5 and C5] Compounds of the formula (I) wherein R1 and R2 is each H or lower alkyl, n is 1 or 2, "alkylene" is a 2-8 C alkylene chain containing 2-4 C in the chain linking the ring and the amino group, NR3R4 is mono- or dilower alkyl amino, or the residue of a saturated 5-membered or 6-membered ring heterocyclic amine, R5 is phenyl optionally substituted with halogen, lower alkyl, lower alkoxy, trihalomethyl, -CN, COOH, CONH 2 , COOR6, COR7 or CHOH: R7 where R6 is lower alkyl and R7 is phenyl or lower alkyl, X is H, halogen, lower alkyl, lower alkoxy or trihalomethyl (lower indicating 1-8 C atoms in the groups so qualified) and acid addition salts thereof, are prepared by reacting a compound of the formula (II) wherein R1, R2, X and n are as defined above and R5 is phenyl optionally substituted by halogen lower alkyl, lower alkoxy, trihalomethyl or -CN with a compound where R3R4 and "alkylene" are as defined above and "Hal" is halogen, in the presence of a condensing agent, e.g. an alkali metal hydride or KNH 2 , and optionally reacting (I) where R3 and R4 are lower alkyl groups with Cl.COOR6, hydrolysing the carbamic ester formed to give (I) R3 = alkyl, R4 = H, or optionally, where R5 is -CN, reacting this with a phenylmagnesium halide or a lower alkyl magnesium halide to give (I) where R5 is COR7 and, if desired, reducing COR7 to CHOHR7 or converting the -CN group to either -COOH or -CONH 2 and, if desired, esterifying the COOH group to give (I) R5=COOR6. 3,3-Dimethyl-1-cyano-indane is prepared from benzyl cyanide and methallyl chloride through α-methallylbenzylcyanide by cyclization. |
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