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A Novel Non-phosgene Process for the Synthesis of Methyl N-Phenyl Carbamate from Methanol and Phenylurea: Effect of Solvent and Catalyst

A Novel Non-phosgene Process for the Synthesis of Methyl N-Phenyl Carbamate from Methanol and Phenylurea: Effect of Solvent and Catalyst
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摘要 A novel environmentally benign process for the synthesis of methyl N-phenyl carbamate (MPC) from methanol and phenylurea was studied. Effect of solvent and catalyst on the reaction behavior was investigated. The IR spectra of methanol and phenylurea dissolved in different solvents were also recorded. Compared with use of methanol as both a reactant and a solvent, phenylurea conversion and selectivity to MPC increased by using toluene, benzene or anisole as a solvent, while phenylurea conversion decreased slightly by using n-octane as a solvent. The phenylurea conversion declined nearly 50% when dimethyl sulfoxide (DMSO) was used as a reaction media, and MPC selec- tivity decreased as well. The catalytic reaction tests showed that a basic catalyst enhanced the selectivity to MPC while an acidic catalyst promoted the formation of methyl carbamate and aniline. Moderate degree of basicity showed the best catalytic performance in the cases studied. A novel environmentally benign process for the synthesis of methyl N-phenyl carbamate (MPC) from methanol and phenylurea was studied. Effect of solvent and catalyst on the reaction behavior was investigated. The IR spectra of methanol and phenylurea dissolved in different solvents were also recorded. Compared with use of methanol as both a reactant and a solvent, phenylurea conversion and selectivity to MPC increased by using toluene, benzene or anisole as a solvent, while phenylurea conversion decreased slightly by using n-octane as a solvent. The phenylurea conversion declined nearly 50% when dimethyl sulfoxide (DMSO) was used as a reaction media, and MPC selec- tivity decreased as well. The catalytic reaction tests showed that a basic catalyst enhanced the selectivity to MPC while an acidic catalyst promoted the formation of methyl carbamate and aniline. Moderate degree of basicity showed the best catalytic performance in the cases studied.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2004年第8期782-786,共5页 中国化学(英文版)
基金 Project supported by the Science and Technology Ministry of China (No. 2001CCA02700).
关键词 methyl N-phenyl carbamate synthesis PHENYLUREA phosgene-free solvent effect acid-base catalyst methyl N-phenyl carbamate synthesis, phenylurea, phosgene-free, solvent effect, acid-base catalyst
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  • 1Naonobu Katada,Haruhisa Fujinaga,Yukinori Nakamura,Kazu Okumura,Kyoichi Nishigaki,Miki Niwa.Catalytic Activity of Mesoporous Silica for Synthesis of Methyl N-Phenyl Carbamate from Dimethyl Carbonate and Aniline[J].Catalysis Letters (-).2002(1-2)

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