e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synlett

Efficient demethylation of N, N-dimethylanilines with phenyl chloroformate in ionic liquids

S Imori, H Togo

Index: Imori, Satomi; Togo, Hideo Synlett, 2006 , # 16 p. 2629 - 2632

Full Text: HTML

Citation Number: 5

Abstract

Abstract Demethylation of N, N-dimethylanilines was carried out in various ionic liquids and acetonitrile as well as under solvent-free conditions. We have demonstrated that their reactivity dramatically depends on the ionic liquid employed;[bmim] Cl showed the best reactivity.

N,N-Dimethyl-1-dodecanamine Structure

N,N-Dimethyl-1-...

Phenyl chloroformate Structure

Phenyl chloroformate

~94%

phenyl N-dodecyl-N-methylcarbamate Structure

phenyl N-dodecy...

N,N-Dimethylaniline Structure

N,N-Dimethylaniline

Phenyl chloroformate Structure

Phenyl chloroformate

~95%

N-Methylcarbanilic acid phenyl ester Structure

N-Methylcarbani...

N-Butyl-N-methylaniline Structure

N-Butyl-N-methy...

Phenyl chloroformate Structure

Phenyl chloroformate

~16%

N-Methylcarbanilic acid phenyl ester Structure

N-Methylcarbani...

N/A Structure

N,N-Dimethyl-1-dodecanamine Structure

N,N-Dimethyl-1-...

Ethyl chloroformate Structure

Ethyl chloroformate

~7%

ethyl N-dodecyl-N-methylcarbamate Structure

ethyl N-dodecyl...

4-Bromo-N,N-dimethylaniline Structure

4-Bromo-N,N-dim...

Phenyl chloroformate Structure

Phenyl chloroformate

~96%

phenyl N-(4-bromophenyl)-N-methylcarbamate Structure

phenyl N-(4-bro...

Phenyl chloroformate Structure

Phenyl chloroformate

4,N,N-Trimethylaniline Structure

4,N,N-Trimethyl...

~82%

phenyl N-methyl-N-(4-methylphenyl)carbamate Structure

phenyl N-methyl...