Novel routes to aminophosphonic acids: Interaction of dimethyl H-phosphonate with hydroxyalkyl carbamates
✍ Scribed by K. Troev; N. Koseva; G. Hägele
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 323 KB
- Volume
- 19
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20404
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
It was found that the reaction of dimethyl H‐phosphonate (1) with 2‐hydroxyalkyl‐N‐2′‐hydroxyalkyl carbamates at 135°C includes several chemical reaction steps: (i) chemical transformations of 1‐methyl‐2‐hydroxyethyl‐N‐2′‐hydroxyethyl carbamate (2) and 2‐methyl‐2‐hydroxyethyl‐N‐2′‐hydroxyethyl carbamate (3); (ii) transesterification of dimethyl H‐phosphonate with 2 and 3, and with secondary hydroxyl‐containing compounds that are formed during the course of the chemical transformation of 2‐hydroxyalkyl‐N‐2′‐hydroxyalkyl carbamates; (iii) hydrolysis of 1 and dialkyl H‐phosphonates, formed via transesterification of 1 with secondary hydroxyl‐containing compounds. The interaction was studied by means of ^1^H, ^13^C, ^31^P NMR, and FAB mass spectroscopy. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:119–124, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20404