Artikel
Lizenziert
Nicht lizenziert
Erfordert eine Authentifizierung
Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin / Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine
-
Willi Kantlehner
,
Georg Ziegler
Veröffentlicht/Copyright:
2. Juni 2014
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.
Graphical Abstract
![Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin / Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine](/document/doi/10.5560/znb.2014-3270/asset/graphic/s69b0525.png)
Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin / Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine
Keywords: Preparation; Large Scale; Formylating Reagents; Tris(chloromethyl)amine; Tris(dichloromethyl)amine; Photochlorination
Received: 2013-10-3
Published Online: 2014-6-2
Published in Print: 2014-5-1
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
Sie haben derzeit keinen Zugang zu diesem Inhalt.
Sie haben derzeit keinen Zugang zu diesem Inhalt.
Artikel in diesem Heft
- Chemistry of Iminium Salts, Imines, and Related Compounds
- Thiaminpyrophosphat – ein natürlich vorkommendes Iminium-Salz. Seine Bedeutung für die mikrobiellen Prozesse bei der Weinbereitung und die Aromabildung im Wein / Thiamine Diphosphate – A Natural Iminium Salt. Its Role in Microbiological Processes During Wine Preparation and on the Aroma of Wine
- Formation of Azolo[1,2,4]triazinium Salts by Reaction of Heterocyclicsubstituted 1-Azo-naphthalen-2-ols with Strong Acids
- Synthesis of Methyl 3-Azidothieno[2,3-b]pyridine-2-carboxylates and Application of the Huisgen Reaction
- Orthoamide und Iminiumsalze, LXXXVII [1]. Eine neue, einfache Synthese für 1,3-Dimethylthymin / Orthoamides and Iminium Salts LXXXVII [1]. A New and Facile Synthesis of 1,3-Dimethylthymine
- Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin / Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine
- Orthoamide und Iminiumsalze, LXXXV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: N,N,N',N'- Tetraformylhydrazin und Formyl-aalen [Tris(diformylamino)methan] / Orthoamides and Iminium Salts LXXXV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: N;N;N';N'-Tetraformylhydrazine and Formyl-aalen [Tris(diformylamino)methane]
- Phenothiazine-Aromatic Hydrocarbon Acceptor Dyads as Photo-induced Electron Transfer Systems by Ugi Four-Component Reaction
- A Simple Metal-free Synthesis of 2,4,5-Trisubstituted Pyridines and Pyridine N-Oxides by [2+2] Cycloaddition of Enaminones to Propyne Iminium Salts
- Propyne Iminium Salts and Isoquinoline – 1 : 1 and 2 : 1 Adducts
- A Direct Synthesis of a Strongly Zwitterionic 6,6'-Diaminofulvalene
- Neue aromatische Bisguanidin-Kupfer-Komplexe und ihre Anwendung in der ATRP / New Aromatic Bisguanidine Copper Complexes and Their Application in ATRP
- Investigation of Imidazol(in)ium-dithiocarboxylates as Sensors for the Detection of Mercury(II) and Silver(I) Ions
- Syntheses and Characterization of N-(Indolyl)pyridinium Salts and of Their Ylides
- Cu(I)-catalyzed [3+2] Cycloadditions of tert-Butyl (S)-(3-Oxopent-4- yn-2-yl)carbamate to 1-Benzylidenepyrazole-3-one-derived Azomethine Imines
- Zugänge zu Isomeren und Verwandten der Lamellarin-Alkaloide / Approach to Isomers and Structural Relatives of the Lamellarin Alkaloids
- Novel Dihydropyrazines and their Double ortho-Annulation to Hexaazapentacenes
Schlagwörter für diesen Artikel
Preparation;
Large Scale;
Formylating Reagents;
Tris(chloromethyl)amine;
Tris(dichloromethyl)amine;
Photochlorination
Artikel in diesem Heft
- Chemistry of Iminium Salts, Imines, and Related Compounds
- Thiaminpyrophosphat – ein natürlich vorkommendes Iminium-Salz. Seine Bedeutung für die mikrobiellen Prozesse bei der Weinbereitung und die Aromabildung im Wein / Thiamine Diphosphate – A Natural Iminium Salt. Its Role in Microbiological Processes During Wine Preparation and on the Aroma of Wine
- Formation of Azolo[1,2,4]triazinium Salts by Reaction of Heterocyclicsubstituted 1-Azo-naphthalen-2-ols with Strong Acids
- Synthesis of Methyl 3-Azidothieno[2,3-b]pyridine-2-carboxylates and Application of the Huisgen Reaction
- Orthoamide und Iminiumsalze, LXXXVII [1]. Eine neue, einfache Synthese für 1,3-Dimethylthymin / Orthoamides and Iminium Salts LXXXVII [1]. A New and Facile Synthesis of 1,3-Dimethylthymine
- Orthoamide und Iminiumsalze, LXXXIV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: Tris(dichlormethyl)amin / Orthoamides and Iminiumsalts LXXXIV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: Tris(chloromethyl)amine
- Orthoamide und Iminiumsalze, LXXXV [1]. Die Synthese von starken Formylierungsmitteln im präparativen Großmaßstab: N,N,N',N'- Tetraformylhydrazin und Formyl-aalen [Tris(diformylamino)methan] / Orthoamides and Iminium Salts LXXXV [1]. The Synthesis of Strong Formylating Reagents on a Large Preparative Scale: N;N;N';N'-Tetraformylhydrazine and Formyl-aalen [Tris(diformylamino)methane]
- Phenothiazine-Aromatic Hydrocarbon Acceptor Dyads as Photo-induced Electron Transfer Systems by Ugi Four-Component Reaction
- A Simple Metal-free Synthesis of 2,4,5-Trisubstituted Pyridines and Pyridine N-Oxides by [2+2] Cycloaddition of Enaminones to Propyne Iminium Salts
- Propyne Iminium Salts and Isoquinoline – 1 : 1 and 2 : 1 Adducts
- A Direct Synthesis of a Strongly Zwitterionic 6,6'-Diaminofulvalene
- Neue aromatische Bisguanidin-Kupfer-Komplexe und ihre Anwendung in der ATRP / New Aromatic Bisguanidine Copper Complexes and Their Application in ATRP
- Investigation of Imidazol(in)ium-dithiocarboxylates as Sensors for the Detection of Mercury(II) and Silver(I) Ions
- Syntheses and Characterization of N-(Indolyl)pyridinium Salts and of Their Ylides
- Cu(I)-catalyzed [3+2] Cycloadditions of tert-Butyl (S)-(3-Oxopent-4- yn-2-yl)carbamate to 1-Benzylidenepyrazole-3-one-derived Azomethine Imines
- Zugänge zu Isomeren und Verwandten der Lamellarin-Alkaloide / Approach to Isomers and Structural Relatives of the Lamellarin Alkaloids
- Novel Dihydropyrazines and their Double ortho-Annulation to Hexaazapentacenes
