AbstractDie nach unterschiedlichen Methoden zugänglichen Aminobenzylthiophene (I) bzw. (VI) werden zu den Isocyanaten (II) bzw. (VII) umgesetzt, die beim Erhitzen mit PPA zu den Lactamen (III) bzw. (VIII) cyclisieren.

Abstract11‐Amino‐5H‐dibenzo[b,e]‐1, 4‐diazepines V, several of which possess neuroleptic properties, have been prepared using three methods: Aminolysis of either iminothioethers IV (X = methyl or an activating group such as cyanomethyl and p‐nitrobenzyl) or the iminochlorides III. Bischler‐Napieralski type cyclodehydration of o‐anilinophenyl‐ureas IX (only applicable for the synthesis of compounds V where R is other than hydrogen). Cyclodehydration of amino‐amides VII by various condensing agents.

AbstractNeuroleptics are found in the 11‐amino substituted dibenzo[b,f]‐1, 4‐thiazepine and dibenzo[b,f]‐1, 4‐oxazepine series III. They may be synthesized by aminolysis of the iminochlorides VI and/or by Bischler‐Napieralski ring closure of the urea II with POCl3.

Helvetica Chimica ActaVolume 49, Issue 1 p. 244-249 Article Über in 11-Stellung aminoalkylierte 5H-Dibenzo[b,e]-1,4-diazepine, Dibenzo[b,f]-1,4-thiazepine und -oxazepine 7. Mitteilung über siebengliedrige Heterocyclen† F. Hunziker, F. Hunziker Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this authorF. Künzle, F. Künzle Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this authorJ. Schmutz, J. Schmutz Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this author F. Hunziker, F. Hunziker Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this authorF. Künzle, F. Künzle Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this authorJ. Schmutz, J. Schmutz Forschungsinstitut, Dr. A. Wander A.G., BernSearch for more papers by this author First published: 1966 https://doi.org/10.1002/hlca.660490129Citations: 9 † Mitteilung: [1] AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Citing Literature Volume49, Issue11966Pages 244-249 RelatedInformation

AbstractMorphanthridines III with a basic substituent in position 6, which show neuroleptic activity, have been synthesised as follows:Chlorination of the lactams I with POCl3 gave the iminochlorides II, which were converted by bases to the amidines III. The 11‐oxo‐morphanthridines VI and VII were synthesised using the same procedure, 2‐(1‐methylpiperazine‐4‐carbonyl)‐2′‐amino‐benzophenone (XI) was obtained directly from the 6‐chloro‐11‐oxo‐morphanthridine (V) or by extended heating of VI with N‐methylpiperazine. Reduction of the 11‐oxo‐compounds VI and VII with NaBH4 gave the 11‐hydroxy‐compounds IX and X. 3‐(2‐aminophenyl)‐phtalide (VIII) resulted from the acid hydrolysis of IX.

AbstractAus o‐Aminodibenzyl (I) und o‐Amino‐cis‐stilben (IV) wurden mit Phosgen die Isocyanate II bzw. VIII hergestellt. Diese wurden als Harnstoffe V bzw. VII charakterisiert. Mit AlCl3 in Dichlorbenzol behandelt, ging II in das Azocin III über, während aus VIII das Indolon IX entstand.