✦ LIBER ✦
Vicarious nucleophilic substitution: a dramatically shortened synthesis of 2-amino-6-nitrobenzoic acid labelled with carbon-14
✍ Scribed by Terence P. Kelly; Crist N. Filer; Christopher Wright
- Book ID
- 102368361
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- French
- Weight
- 164 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
Literature preparations of 2‐amino‐6‐nitrobenzoic acid are usually based on phthalic anhydride. In order to make [benzene‐^14^C(U)]‐2‐amino‐6‐nitrobenzoic acid, [benzene‐^14^C(U)]‐phthalic anhydride has to be prepared in multiple steps from [^14^C(U)]‐benzene, resulting in an unacceptably lengthy 14‐step synthesis. We have been able to develop a completely different method of synthesis, producing [benzene‐^14^C(U)]‐2‐amino‐6‐nitrobenzoic acid from [^14^C(U)]‐benzene in just four steps with an overall radiochemical yield of 32%. Copyright © 2011 John Wiley & Sons, Ltd.