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Synthesis 2003(10): 1517-1520
DOI: 10.1055/s-2003-40512
DOI: 10.1055/s-2003-40512
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York
Facile Synthesis of Carboxylic Anhydrides Using 4,5-Dichloro-2-[(4-nitrophenyl)sulfonyl]pyridazin-3(2H)-one
Further Information
Received
24 March 2003
Publication Date:
08 July 2003 (online)
Publication History
Publication Date:
08 July 2003 (online)
Abstract
A novel and facile synthesis of carboxylic anhydrides from carboxylic acid using 4,5-dichloro-2-[(4-nitrophenyl)sulfonyl]pyridazin-3(2H)-one (2) is presented. Treatment of aliphatic or aromatic carboxylic acids with 2 in the presence of base in organic solvents gave the corresponding anhydrides in good or excellent yields
Key words
4,5-dichloro-2-[4-nitrophenyl)sulfonyl]pyridazin-3(2H)-one - carboxylic anhydride - sulfonyl-transfer
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Compounds 10 and 11 were synthesized from saccharin and 2-pyridone, respectively, by reacting with 4-nitrobenzene-sulfonyl chloride in the presence of Et3N in THF according to Kweon’s Method. [14]