Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/22159
Title: Synthesis of 3-methoxy-5-hydroxy-3', 4'-methylenedioxy-6", 6"-dimethylpyrano[2",3": 7, 8] flavone
Authors: Hossain, M Amzad
Issue Date: Feb-2001
Publisher: NISCAIR-CSIR, India
Abstract: 3-Methoxy-5-hydroxy-3', 4'-methylenedioxy-6", 6"-dimethylpyrano[2", 3" : 7,8] flavone 7 has been synthesised from phloroacetophenone 1. Phloroacetophenone 1 on treatment with chlorobutyne (2-chloro-2-methylbut-3-yne) in dry dioxin yields 2, 6-dihydroxy-6', 6'-dimethylpyrano[2', 3' : 4, 3]acetophenone 2 which on treatment with methoxymethyl chloride affords 2, 6-di(methoxymethoxy)-6',6'-dimethylpyrano[2", 3" : 4', 3'] acetophenone 3. Alkaline condensation of 3 with piperonal gives 2', 6'-di(methoxymethoxy)-3, 4-methylened ioxy-6", 6"- dimethylpyrano[2", 3" : 4', 3']chalcone 4. Demethoxymethylation of 4 affords 2, 6-dihydroxy-3, 4-methylenedioxy-6", 6"- dimethylpyrano[2", 3" : 4', 3']chalcone 5. Chalcone 5 on treatment with H2O2 in pyridine furnishes 3, 5-dihydroxy-3', 4'-methylenedioxy-6", 6"-dimethylpyrano[2", 3" : 7,8] flavone 6. Finally partial methylation of 6 gives 3-methoxy-5-hydroxy-3', 4'-methylenedioxy-6", 6"- dimethylpyrano [2",3" :7, 8]flavone 7. All the new products have been characterised by the spectral data and elemental analysis.
Page(s): 93-95
URI: http://hdl.handle.net/123456789/22159
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.40B(02) [February 2001]

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