Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Chloromethylation of Benzanthrone
Syo NAKAZAWA
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1962 Volume 20 Issue 7 Pages 668-675

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Abstract

Chloromethylation of benzanthrone with sym-dichloromethyl ether in the presence of concentrated sulfuric acid gave a bis (chloromethyl) compound and the monochloromethyl compound was not obtained in this case. Decomposition of the his (chloromethyl) compound with chromic acid gave anthraquinone-l, 6-dicar-boxylic acid. This indicated that the chloromethyl groups were entered into Sand 9-positions in the same way as in cationoid reagent. A few derivatives were prepared from the bis-(chloromethyl) comound and the dyeing quapropertieslities of their pyridinium and iso thiuronium salts were examined.

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© The Society of Syhthetic Organic Chemistry, Japan
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