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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 9
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Original Articles

Syntheses of 3-Chloro-7-[(Chlorocarbonyl)Methoxy]-4-Methylcoumarin

Lawrence R. Phillips Laboratory of Pharmaceutical Chemistry, Developmental Therapeutics Program, Division of Cancer Treatment, National Cancer Institute, Frederick, Maryland, 21702-1201
,
Jeffrey G. Supko Laboratory of Pharmaceutical Chemistry, Developmental Therapeutics Program, Division of Cancer Treatment, National Cancer Institute, Frederick, Maryland, 21702-1201
,
Tracy L. Wolfe Laboratory of Pharmaceutical Chemistry, Developmental Therapeutics Program, Division of Cancer Treatment, National Cancer Institute, Frederick, Maryland, 21702-1201
&
Louis Malspeis Laboratory of Pharmaceutical Chemistry, Developmental Therapeutics Program, Division of Cancer Treatment, National Cancer Institute, Frederick, Maryland, 21702-1201
Pages 1805-1814 | Received 24 Oct 1995, Published online: 21 Aug 2006
 
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Abstract

Two efficient syntheses of 3-chloro-7-[(chlorocarbonyl)methoxy]-4-methylcoumarin are described, one utilizing traditional chemistry starting from 3-chloro-7-hydroxy-4-methylcoumarin, while the other uses a novel reagent, sulfuryl chloride/thionyl chloride, in a one-pot reaction starting from 7-(carboxymethoxy)-4-methylcoumarin.

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