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SYNTHESIS AND SPECTROSCOPIC DIFFERENTIATION OF 2- AND 4-ALKOXYTHIOTETRONIC ACIDS.
MedLine Citation:
PMID:  16733529     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
O-Alkylation of thiotetronic acids gives a mixture of 2- and 4-position enol ether products. Comparison of the physical data revealed that UV spectroscopy was the most reliable method of distinguishing between these related ethers. We have determined that 4-position ethers have a distinct absorption between 235-240 nm, while 2-position ethers have two absorbance peaks, one between 205-220 nm and the other between 305-310 nm. This report describes the synthesis and unambiguous characterization of 2- and 4-methoxy-3,5-dimethylthiotetronic acids. The UV absorption properties of several other pairs of thiotetronic acid ethers confirm that these differences are general features that provide a simple method for distinguishing between 2- and 4-substituted isomers.
Authors:
Gautham Shenoy; Pilho Kim; Michael Goodwin; Quynh-Anh Nguyen; Clifton E Barry; Cynthia S Dowd
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Publication Detail:
Type:  JOURNAL ARTICLE    
Journal Detail:
Title:  Heterocycles     Volume:  63     ISSN:  -     ISO Abbreviation:  Heterocycles     Publication Date:  2004 Mar 
Date Detail:
Created Date:  2009-3-5     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7513602     Medline TA:  Heterocycles     Country:  -    
Other Details:
Languages:  ENG     Pagination:  519-527     Citation Subset:  -    
Affiliation:
Tuberculosis Research Section, National Institute of Allergy and Infectious Diseases, Rockville, MD 20852 USA; Email: cdowd@niaid.nih.gov.
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MeSH Terms
Descriptor/Qualifier:
Grant Support
ID/Acronym/Agency:
Z01 AI000693-13//NIAID NIH HHS

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