Oxokohlenstoffe und verwandte Verbindungen. 32 [1]. Über die Umsetzung von Quadratsäuredichlorid und Perchlorcyclobutenon mit SchiffBasen
Squaric dichloride (3) reacts with Schiff bases 5 under mild conditions to give 1 : 1 adducts 7. On recrystallisation from alcohols, these adducts are converted to the respective N-(α-alkoxybenzyl)- squaric amide chlorides 8. The reaction has been extended to perchlorocyclobutenone 4. Thus, addition products 14 have been obtained from the reaction of 4 with Schiff bases 5, which, on recrystallisation from alcohols, afforded N-(α-alkoxybenzyl)-substituted 3-amino-2,4,4-trichloro-cyclobuten- 1-ones 15. Hydrolysis of the adducts 14 gave the aminotrichlorocyclobutenones 17 in good yield.
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