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ChemInform Abstract: Synthesis and Conversion of Chloromethylation Products of p-Substituted Methyl N-Phenylcarbamates.

✍ Scribed by A. V. VELIKORODOV


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Synthesis and Conversion of Chloromethylation Products of p-Substituted Methyl N-Phenylcarbamates. -The reaction of p-substituted methyl N-phenylcarbamates with formaline and HCl is studied. It is shown that an electron-accepting aryl substituent hinders the chloromethylation. In contrast, electron-donor substituted carbamates undergo chloromethylation. However, while the N-(p-methylphenyl)carbamate (I) affords the expected products (III) and (IV), the N-(p-methoxyphenyl)carbamate gives only oligomerized products. The N-(o-chloromethylphenyl)carbamate represents a useful intermediate for the synthesis of various functionalized N-arylcarbamates [cf. (VI), (VII)]. -(VELIKORODOV, A. V.; Izv. Vyssh.


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