Ethyl-iV-phenylcarbamate

Ethyl IV-phenylcarbamate was transesterified by methanol in the presence of DBU to afford methyl Al-phenylcarbamate in 18% conversion (85EUP152240). 

Ethyl IV-phenylcarbamate, 4,4 -methylenebis(ethyl phenylcarbamate), 4,4 -methylenebis(phenyl isocyanate) and 10 decomposition products were separated as their urea derivatives on a C g column (A = 254 nm) using a 75/25 acetonitrile/ water (1% TEA to pH 3.0 with H3PO4) mobile phase [973]. Very good resolution and peak shapes were obtained. Elution was complete in 30 min and detection limits were reported to be 1-7 ng injected (analyte dependent). 

Heating the ethoxy-diazoline (661) with ethyl propiolate yields not only the fission products p-nitrobenzonitrile and ethyl iV-phenylcarbamate, but also ethyl p-nitrobenzoate and the pyrazole (662) the last two products arise from the rearranged 1,3-dipolar compound (663). ... 

We have investigated Ce(IV) ion-carbamates, such as methyl and butyl 4-methylphenyl-carbamate, (MTC and BTC, respectively), or methyl, ethyl, and butyl phenylcarbamate, (MFC, EPC and BPC, respectively), systems for AAM polymerization [19]. It was found that the presence of carbamate compounds can promote the polymerization and enhance the rate of AAM polymerization (Rp) in descending order as ... 

The structural effect of alkyl groups such as methyl, ethyl, and -butyl on the Rp is small. Alkyl 4-methyl-phenylcarbamate can be chosen as a model compound for the hard segment of poly(ether-urethane) (PEU). This group can initiate grafting reaction with Ce(IV) ion and the grafting site was proposed at the hard segment of PEU [3,15] as shown in Scheme (1). 

The basic ionic liquid, l-(2-[T-piperidinyl]ethyl)-3-methylimidazolium chloride ([PEmimJCl), catalyses the A-methylation of methyl A-phenylcarbamate (26) by dimethyl carbonate to form methyl A-methyl-A-phenylcarbamate (27) (Scheme 10). The proposed mechanism involves general base catalysis of the IV-methylation of (26) by the piperidine moiety of the basic ionic liquid which enhances the nucleophilicity of the N-atom of (26) (Scheme 11). " ... 

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