PROCESS FOR IODINATING OR BROMINATING THE (ALPHA)-METHYLENIC CARBON OF A SECONDARY AMIDE

PROCESS FOR IODINATING OR BROMINATING THE (ALPHA)-METHYLENIC CARBON OF A SECONDARY AMIDE

A novel, facile, and specific process for alpha -iodinating or alpha -brominating the alpha -methylenic carbon of a straight chain, branched chain, or cyclic secondary amide, such as a lactam or an azasteroid, comprises reacting the amide with trialkylsilyl-X (R3Si-X), where X is Br, I, or Cl, and R...

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Bibliographische Detailangaben
Hauptverfasser: SHUMAN, RICHARD F, ANDERSON, KEVIN, ABRAMSON, NEWTON L, KARADY, SANDOR, KING, ANTHONY O
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
STEROIDS
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Beschreibung
Zusammenfassung:A novel, facile, and specific process for alpha -iodinating or alpha -brominating the alpha -methylenic carbon of a straight chain, branched chain, or cyclic secondary amide, such as a lactam or an azasteroid, comprises reacting the amide with trialkylsilyl-X (R3Si-X), where X is Br, I, or Cl, and R is methyl, ethyl, or n-propyl, in the presence of I2 or Br2. The alpha -iodo- or alpha -bromo-amide is useful for making the alpha , beta -unsaturated amide through dehydrohalogenation.