Catalytic synthesis of N-alkyl carbamates by methoxycarbonylation of alkylamines with dimethyl carbonate using Pb(NO3)2

Baba, Toshihide; Fujiwara, Mamiko; Oosaku, Akihide; Kobayashi, Akane; Deleon, Robert Garcia; Ono, Yoshio

doi:10.1016/s0926-860x(01)00939-5

Cited by 66 publications

(28 citation statements)

References 21 publications

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“…The formed NMA should be related to the reaction between aniline and methanol. Similar phenomenon was reported by other researchers [13,14]. Among these evaluated catalysts, ZnCl 2 and Zn(OAc) 2 , as typical Lewis acid catalysts, possess high catalytic activity.…”

Section: Effect Of Catalysts On the Synthesis Of Mpcsupporting

confidence: 88%

One Pot Synthesis of Methyl N-Phenyl Carbamate from Aniline, Urea and Methanol

Qin

Wang

et al. 2008

Catal Lett

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Methyl N-phenyl carbamate (MPC) was synthesized from aniline, urea and methanol. The effects of catalysts, loading amounts, preparation condition of catalyst and reaction condition on the synthesis of MPC were investigated. It was shown that KNO 3 modified zeolite HY gave the best performance to MPC formation among the evaluated catalysts, over which 93.1% aniline conversion and 82.6% MPC selectivity were obtained under the optimum reaction condition. Additionally, a possible catalytic mechanism to the formation of MPC in this reaction was proposed.

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Section: Effect Of Catalysts On the Synthesis Of Mpcsupporting

confidence: 88%

One Pot Synthesis of Methyl N-Phenyl Carbamate from Aniline, Urea and Methanol

Qin

Wang

et al. 2008

Catal Lett

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“…However, zinc acetate was found to leach from the support, resulting in a loss of activity. Compared with zinc acetate catalysts, oxide catalysts can overcome the above mentioned shortcomings, and PbO catalyst has been studied in carbamate synthesis, 15,16 however, its use is limited due to its toxicity. Therefore, it is important and necessary to develop a new kind of oxide catalyst, that is not only friendly to the environment, but also exhibits higher activity and longer service time.…”

Section: Introductionmentioning

confidence: 99%

Clean synthesis of methyl N‐phenyl carbamate over ZnO‐TiO₂ catalyst

Wang

Xue

et al. 2008

J of Chemical Tech & Biotech

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BACKGROUND: Methyl N-phenyl carbamate (MPC) is an intermediate for the preparation of methylene diphenyl diisocyanate (MDI), which is an important monomer for polyurethane synthesis. The synthesis of MPC by the reaction of aniline and dimethyl carbonate (DMC) is becoming more and more attractive. However, most of the catalysts used in MPC synthesis are homogeneous and not environment-friendly. Therefore, it is important and necessary to develop a new kind of oxide catalyst, that is not only friendly to the environment, but also exhibits higher activity and longer service time.

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“…Therefore, DMC is usually used as the dialkyl carbonate in Reaction 7, reacting with alkylamines in the presence of metal salts (Lewis acid catalysts [3,4]) such as AlCl 3 and FeCl 3 , or base catalysts such as CH 3 ONa [5]. We also have reported that various metal salts, including Pb(OAc) 2 [6] and Bi(NO 3 ) 3 [7], homogeneously catalyze the reactions of aliphatic or aromatic amines, such as 1,6-hexanediamine (HDA), with www.elsevier.com/locate/apcata Applied Catalysis A: General 289 (2005) 174-178 DMC to produce the corresponding methyl N-alkyl carbamates. Therefore, the synthetic method expressed by Reaction 7 would be a desirable route if the rate of Nalkylcarbamate formation can be increased.…”

Section: Introductionmentioning

confidence: 99%