Oxidative Carbonylation of Amines

Cao, Yanwei; Xia, Chungu

doi:10.1002/9783527831883.ch15

The Chemical Transformations of C1 Compounds 2022

DOI: 10.1002/9783527831883.ch15

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Oxidative Carbonylation of Amines

Yanwei Cao

Chungu Xia

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2024

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Cited by 1 publication

References 122 publications

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Synthesis of Dimethyl Hexane-1,6-dicarbamate with Methyl Carbamate as Carbonyl Source over MCM-41 Catalyst

Cao,

Zhao,

Wang

et al. 2024

ACS Omega

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Dimethyl hexane-1,6-dicarbamate (HDC), the vital intermediate for nonphosgene production of hexamethylene-diisocyanate (HDI), was effectively synthesized via carbonylation of 1,6-hexanediamine (HDA) using methyl carbamate (MC) as a carbonyl source over a silanolrich MCM-41 catalyst. The effects of reaction conditions, including the reaction temperature, molar ratio of raw materials, methanol dosage, catalyst dosage, and reaction time, on the HDC yield were evaluated. Under the reaction conditions with a reaction temperature of 190 °C, a molar ratio of HDA, MC, and methanol of 1:6:50, a catalyst dosage of 10 wt %, and a reaction time of 3 h, the yield of HDC can reach as high as 92.6% with 100% HDA converted. Characterizations based on N 2 physical adsorption/desorption, scanning electron microscopy (SEM), X-ray diffractometry (XRD), NH 3 -temperature-programmed desorption (TPD), Fourier transform infrared spectroscopy (FTIR), and 1 H magic-angle spinning (MAS) NMR indicated that the abundance of silanol groups on the surface of MCM-41 probably resulted in the good performance of MCM-41. After five cycles of MCM-41, the HDC yield decreased from 92.6 to 67.9%, probably due to the loss of surface silanol groups and the carbon deposition on the catalyst as well as the particle agglomeration. The study on the substrate scope suggested that MCM-41 shows good-to-excellent catalytic performance in the synthesis of a variety of aliphatic and alicyclic dicarbamates.

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Synthesis of Dimethyl Hexane-1,6-dicarbamate with Methyl Carbamate as Carbonyl Source over MCM-41 Catalyst

Cao,

Zhao,

Wang

et al. 2024

ACS Omega

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show abstract

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Oxidative Carbonylation of Amines

Cited by 1 publication

References 122 publications

Synthesis of Dimethyl Hexane-1,6-dicarbamate with Methyl Carbamate as Carbonyl Source over MCM-41 Catalyst

Synthesis of Dimethyl Hexane-1,6-dicarbamate with Methyl Carbamate as Carbonyl Source over MCM-41 Catalyst

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