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Vicarious nucleophilic substitution: a dramatically shortened synthesis of 2-amino-6-nitrobenzoic acid labelled with carbon-14
- Source :
- Journal of Labelled Compounds and Radiopharmaceuticals. 54:345-351
- Publication Year :
- 2011
- Publisher :
- Wiley, 2011.
-
Abstract
- Literature preparations of 2-amino-6-nitrobenzoic acid are usually based on phthalic anhydride. In order to make [benzene-14C(U)]-2-amino-6-nitrobenzoic acid, [benzene-14C(U)]-phthalic anhydride has to be prepared in multiple steps from [14C(U)]-benzene, resulting in an unacceptably lengthy 14-step synthesis. We have been able to develop a completely different method of synthesis, producing [benzene-14C(U)]-2-amino-6-nitrobenzoic acid from [14C(U)]-benzene in just four steps with an overall radiochemical yield of 32%. Copyright © 2011 John Wiley & Sons, Ltd.
- Subjects :
- Phthalic anhydride
Chemistry
Vicarious nucleophilic substitution
Organic Chemistry
Biochemistry
Analytical Chemistry
Umpolung
chemistry.chemical_compound
Yield (chemistry)
Nitrobenzoic acid
Drug Discovery
Frémy's salt
Organic chemistry
Radiology, Nuclear Medicine and imaging
Carbon-14
Benzene
Spectroscopy
Subjects
Details
- ISSN :
- 03624803
- Volume :
- 54
- Database :
- OpenAIRE
- Journal :
- Journal of Labelled Compounds and Radiopharmaceuticals
- Accession number :
- edsair.doi...........66b7522e20c6b47f2f1da4e73a521e77