A B C
Z. Naturforsch. 2014, 69b, 525 – 532
doi:10.5560/ZNB.2014-3270
Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine
Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin
Willi Kantlehner1,2, Georg Ziegler1, Oliver Scherr1, Michael Csiesielski1, Alain Goeppert1, Markus Wezstein1, Jochen Mezger1, Ivo C. Ivanov1,3, and Sylvia Leonhardt1
1 Fakultät Chemie/Organische Chemie, Hochschule Aalen, Beethovenstr. 1, D-73430 Aalen, Germany
2 Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany
3 Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Sofia, Dunav 2, BG-1000 Sofia, Bulgarien
Reprint requests to Prof. Dr. Willi Kantlehner. Fax: +49(7361)5762250; E-mail: willi.kantlehner@htw-aalen.de
Received October 3, 2013 / published online May 7, 2014
Professor Branko Stanovnik zum 75. Geburtstag gewidmet
Tris(chloromethyl)amine (4) can be prepared by chloromethylation of urotropin with paraformaldehyde or 1,3,5-trioxane and ethyl-trichlorosilane in good yields. Photochlorination of tris(chloromethyl)amine affords tris(dichloromethyl)amine (2). Both reactions can be performed on large scale.
Key words: Preparation, Large Scale, Formylating Reagents, Tris(chloromethyl)amine, Tris(dichloromethyl)amine, Photochlorination
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