Process for preparing aromatic urethanes

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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560 27, 560 28, 560 24, 560 12, 560 29, 560 30, 560 31, 560 32, 560 9, C07C12506

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040803651

ABSTRACT:
Aromatic urethanes can be produced in exceedingly improved yield when an aromatic nitro compound, an organic compound containing hydroxyl groups, and carbon monoxide are reacted in the presence of a catalyst composed of metallic (elemental) selenium or a selenium compound and a base serving as promoter, to which reaction system an aromatic amino compound and/or an aromatic urea compound which will be secondarily produced by the reaction has been previously added in order to suppress side reactions. For instance, when nitrobenzene, methanol and carbon monoxide are interacted in the presence of metallic selenium and triethylenediamine, the conversion of nitrobenzene is 68% and the percentage of formed methyl N-phenylcarbamate to the interacted nitrobenzene is 80%, whereas when the reaction is effected under the same reaction conditions indicated above with addition to the reaction system of aniline in an amount of about 15 wt. % of the nitrobenzene, the conversion of nitrobenzene and the percentage of formed methyl N-phenylcarbamate reach 100% and 98%, respectively.

REFERENCES:
patent: 3956360 (1976-05-01), Zajacek et al.
patent: 3993685 (1976-11-01), Zajacek et al.

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