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US 5,055,577 AGranted
Preparation of urethane products
AssigneeMonsanto Company
InventorsDennis P. Riley, William D. McGhee
Life of this patent
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Abstract
The present invention provides a process for preparing urethanes from primary or secondary amines, carbon dioxide and a diolefin. The amine is reacted with carbon dioxide to form the ammonium carbamate salt which is then reacted with a stoichiometric amount of a diolefin coordinated to palladium(II).
Claims9
A process of preparing a urethane of the following formula:
- ##STR7## wherein R.sub.1 and R.sub.2 are independently hydrogen or alkyl, cycloalkyl, aryl, aralkyl or alkaryl radicals having 1 to 22 carbon atoms, provided that both R.sub.1 and R.sub.2 are not hydrogen, or wherein R.sub.1 and R.sub.2 together with the nitrogen may be bound to form a heterocyclic 5 to 9 membered ring radical, and R.sub.3 is a monoolefin comprising the steps of:
- (a) bringing CO.sub.2 and a primary amine or secondary amine into reactive contact, optionally in the presence of a strongly basic nitrogenous compound, in a solvent to form the corresponding ammonium carbamate salt,
- (b) reacting said carbamate salt with a diolefin complex of palladium(II), and
- (c) reducing the produce of Step (b) with a reducing agent to cleave the palladium from the complex to produce said urethane and palladium metal.
1 more element
Dependencies are inferred from the claim text.