Polysulfonylamine, XII [1]. N-Acyl-dimesylamine (N.N-Dimesyl-carbonsäureamide) / Polysulfonylamines, XII [1]. N-Acyl Dimesylamines (Carboxylic Acid N.N-Dimesylamides)

Author:

Blaschette Armand1,Safari Firouz1,Linoh Karin1,Koch Dietrich1

Affiliation:

1. Institut für Anorganische und Analytische Chemie der Technischen Universität, Hagenring 30, D-3300 Braunschweig

Abstract

N-Acyl dimesylamines RC(O)N(SO2CH3)2 (3) have been prepared by reacting solid KN(SO2CH3)2 with neat liquid RC(O)Cl at 70-90 °C [R = C2H5, (CH3)2CH, (CH3)3C-CH2 , CH2Cl, CHCl2] or solutions of AgN(SO2CH3)2 in methyl cyanide with RC(O)Cl at room temperature [R = (CH3)3C, CH2Cl, CHCl2, CCl3 , C6H5 , CH2=CH]. Addition of chlorine or bromine to 3 (R = CH2 = CH) affords the corresponding compounds 3 with R = CH2Cl-CHCl and CH2Br-CHBr, respectively. By hydrolysis of 3 (R = CCl3), CCl3C(O)NHSO2CH3 (5) is obtained. The new compounds 3 and 5 are characterized by spectroscopic (NMR, MS) and analytical methods.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Cited by 6 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Palladium-Catalyzed Carbonylative Coupling Reactions of N ,N -Bis(methanesulfonyl)amides through C-N Bond Cleavage;European Journal of Organic Chemistry;2018-09-25

2. POLYSULFONYLAMINE: TEIL LXXIV.1N-(ORGANYLOXYCARBONYL)-DIMESYLAMINE (N,N-DIMESYLCARBAMATE): ERSTSYNTHESE UND AUSGEWÄHLTE FESTKÖRPERSTRUKTUREN;Phosphorus, Sulfur, and Silicon and the Related Elements;1996-07-01

3. Polysulfonylamines. LXVII. Heat of Hydrolysis of N-Acetyl Dimesylamine (N,N-dimesyl acetamide);Journal f�r Praktische Chemie/Chemiker-Zeitung;1995

4. References to Volume 5;Comprehensive Organic Functional Group Transformations;1995

5. N-Heterosubstituted Amides;Comprehensive Organic Functional Group Transformations;1995

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