Abbaustudien an hochmolekularen, ungesättigten Säuren. Der Abbau der Chaulmoograsäure zum Homohydnocarpylamin. Ein modifizierter Curtius'scher Abbau

Naegeli, C.; Stefanovitsch, G.

doi:10.1002/hlca.19280110176

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1965

2011

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Cited by 40 publications

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“…Smith and Thompson, investigating the reduction of mono-, di-, and trimethoxybenzenes, reported that temperature as well as catalyst was a factor in cleavage of the ether groups. 2 We were interested in studying the effect of other noble metal catalysts under milder conditions than those used with ruthenium (90-looo, 70 atm. ); we were particularly interested to see whether the methoxy-and ethoxycyclohexylamines could be produced in good yield.…”

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confidence: 99%

Low-Pressure Hydrogenation of Alkoxyanilines with Noble Metal Catalysts

Freifelder¹,

Ng²,

Helgren³

1965

J. Org. Chem.

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confidence: 99%

Low-Pressure Hydrogenation of Alkoxyanilines with Noble Metal Catalysts

Freifelder¹,

Ng²,

Helgren³

1965

J. Org. Chem.

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The S chmidt Reaction

Wolff¹

2011

Organic Reactions

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The reaction between equimolar quantities of hydrazoic acid and carbonyl compounds in the presence of a strong mineral acid has become known as the Schmidt reaction It offers a convenient method for the preparation of amines from acids. Aldehydes yield nitriles and formyl derivatives of amines, and ketones yield amides. With hydrazoic acid in large excess, aldehdyes and ketones yield substituted tetrazoles. The reaction of carbonyl compounds with hydrazoic acid was first reported by Karl Friedrich Schmidt in 1923.

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The Curtius Reaction

Smith

2011

Organic Reactions

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The decomposition of acid azides to isocyanates and nitrogen is known as the Curtius rearrangement. The reaction is a preparative method for isocyanates, ureas, amides, and amines. When coupled with a hydrolytic step, the Curtius rearrangement becomes a practical procedure for replacing a carboxyl group by an amino group. The overall process of converting an acid through its azide to an amine is commonly referred to as the Curtius reaction. Acid azides are commonly prepared by treating hydrazides in cold, aqueous solution with nitrous acid. Azides can be rearranged in inert solvents, from which isocyanates can be isolated in the presence of water or alcohol., which will react with the intermediate to form urethans or ureas.

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Abbaustudien an hochmolekularen, ungesättigten Säuren. Der Abbau der Chaulmoograsäure zum Homohydnocarpylamin. Ein modifizierter Curtius'scher Abbau

Cited by 40 publications

References 46 publications

Low-Pressure Hydrogenation of Alkoxyanilines with Noble Metal Catalysts

Low-Pressure Hydrogenation of Alkoxyanilines with Noble Metal Catalysts

The S chmidt Reaction

The Curtius Reaction

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