2-halo-4-(1-piperazinyl)-benzaldehydes and related compounds
Abstract
Abstract 4 - (AMINO-(POLYCARBON-LOWER-ALKYL)-AMINO) - 2-HALOBENZYL ALCOHOLS AND LOWER-ALKYL ETHERS THEREOF HAVE SCHISTOSOMOACIDAL ACTIVITY. THE BENZYL ALCOHOLS ARE PREPARED: BY REDUCTION OF THE CORRESPONDING BENZALDEHYDES OR LOWER ALKYL BENZOATES; BY MICROBIOLOGICAL OXIDATION OF THE CORRESPONDING 4-SUBSTITUED-AMINO-2-HALOTOLUENES; OR, FOR THE COMPOUNDS WHERE POLYCARBON-LOWER-ALKYL IS ETHYLENE, BY REDUCING THE CORRESPONDING LOWER-ALKYL 4 - (AMINOACETYLAMINO)-2-HALOBENZOATES OR BY REDUCING THE CORRESPONDING 4 - (AMINOACETYLAMINO)-2-HALOBENZYL ALCOHOLS. THE ETHERS ARE PREPARED BY HEATING THE BENZYL ALCOHOLS WITH A LOWER-ALKANOL IN THE PRESENCE OF AN ACID. NOVEL INTERMEDIATE 2-HALO-4-(1-PIPERAZINYL)-BENZALDEHYDES ARE PREPARED BY FORMYLATION OF 3 - (1-PIPERAZINYL)-HALOBENZENES WITH AN N,N-DISTRIBUTED-FORMAMIDE, E.G., DIMETHYLFORMAMIDE, IN THE PRESENCE OF A PHOSPHORUS OXYHALIDE.
Inventors
- 👤 Sydney Archer
- 👤 David Rosi
Bibliographic Details
Claims Analysis
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