Cinnolines. Part IX. Methylation of substituted cinnolines
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39670000040
Abstract
Methylation of 4-hydroxy-6-nitro- and of 4-hydroxy-3-methyl-6-nitro-cinnolines gives the N-1 and N-2 methyl derivatives not the O-methylnitronate. It is shown that 4-hydroxy-8-methyl-6-nitrocinnoline and 3-bromo-4-hydroxy-8-nitrocinnoline are methylated only at N-2 while 4-hydroxy-3-nitrocinnoline reacts only at N-1. Quaternisation of 4-amino-6-nitrocinnoline and of 4-methylthiocinnoline with methyl iodide yields a mixture of the corresponding 1- and 2-methylcinnolinium salts.
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Journal Name：Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4
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