54394-78-4

Basic information

• Product Name: 2-methyl-N-phenylbutanamide
• Synonyms: 2-methyl-N-phenylbutanamide
• CAS NO: 54394-78-4
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 54394-78-4.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-methyl-N-phenylbutanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-N-phenylbutanamide(54394-78-4)
• EPA Substance Registry System: 2-methyl-N-phenylbutanamide(54394-78-4)

Safety Data

• Hazardous Substances Data: 54394-78-4(Hazardous Substances Data)

Upstream product

• 116-53-0 2-Methylbutanoic acid 
• 62-53-3 aniline 
• 6668-42-4 2-methyl-1-phenylbutan-1-one oxime 
• 19919-45-0 4-ethyl-5-methyl-3-phenyl-4,5-dihydro-3H-[1,2,3]triazol-4-ol 
• 54394-75-1 (E)-2-methylbutyrophenone oxime 
• 103-71-9 phenyl isocyanate 
• 5856-79-1 iso-butyl chloroformate 
• 75058-67-2 2-methyl-1-phenylbutan-1-imine 
• 4910-32-1 1,3-diphenylcarbamothioate 
• 671795-46-3 sec-butylmagnesium bromide 
• 598-30-1 sec.-butyllithium 
• 27763-54-8 (S)-2-methylbutanoyl chloride 
• 1730-91-2 (S)-2-Methylbutyric acid 
• 1565-80-6 (2S)-2-methyl-1-butanol 

Downstream Products

• 59472-05-8 N-(2-methylbutyl)aniline 
• 193340-33-9 (S)-N-(2-methylbutyl)-N-phenylamine 
• 193340-34-0 (+)-(S)-N-(2-hydroxyethyl)-N-(2-methylbutyl)aniline 
• 193340-36-2 (+)-(S)-N-(2-methylpropanoyloxyethyl)-N-(2-methylbutyl)aniline 
• 1418645-60-9 C₄₁H₃₆N₂O*C₁₁H₁₅NO 

Relevant articles and documents

Preparation method of amide

The invention relates to a preparation method of an amide, wherein, under the action of oxygen, the isothiocyanate and the aldehyde can react to form an amide, and the reaction temperature can be effectively increased only when not less than 110 °C. This process is also suitable for the reaction of isocyanates with aldehydes to produce amides. The preparation method is cheap in raw material, wide in substrate application range and free of metal catalysts in the reaction process. The initiator or other activator is green and economical, and can effectively reduce the cost.

Synthesis of Secondary Amides from Thiocarbamates

The synthesis of secondary amides from readily accessible and bench-stable substituted S-phenyl thiocarbamates and Grignard reactants is reported. Oxidative workup allows recycling of the thiolate leaving group as diphenyl disulfide. Diphenyl disulfide can be transformed into S-phenyl benzenethiosulfonate, a reactant required for thiocarbamate synthesis. This amide synthesis is suitable for the preparation of challenging amides that are not or hardly accessible via classical approaches.

Enantioselective inclusion of amide guests into a chiral N,N′-ditrityl amino amide host to compensate the loss of hydrogen bonds broken by installation of trityl groups

A new crystalline N,N′-ditrityl amino amide host included several amide guests in the host cavity to form inclusion crystals. Although the installation of trityl groups into (S)-2-aminopropanamide broke its inherent hydrogen bonds of amide groups, inclusion of guest amides compensated the loss of hydrogen bonds. X-ray crystallography showed that these inclusion cavities and host-guest interactions such as hydrogen bonds, van der Waals interaction, and CH?O interactions play important roles for highly enantioselective inclusion. The enantiomeric inclusion was 67% ee (S-form) for N-phenyl 2-methylbutanamide, 82% ee (S-form) for N-phenyl 2-chlorobutanamide, and 83% ee (S-form) for N-phenyl 2-bromobutanamide.