17172-88-2

Basic information

• Product Name: N-benzyl-2-bromo-2-phenylacetamide
• Synonyms: benzeneacetamide, alpha-bromo-N-(phenylmethyl)-; N-Benzyl-2-bromo-2-phenylacetamide
• CAS NO: 17172-88-2
• Molecular Formula: C₁₅H₁₄BrNO
• Molecular Weight: 304.1818
• Mol File: 17172-88-2.mol

Chemical Properties

• Boiling Point: 464.1°C at 760 mmHg
• Flash Point: 234.5°C
• Density: 1.386g/cm³
• Vapor Pressure: 8.62E-09mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: N-benzyl-2-bromo-2-phenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2-bromo-2-phenylacetamide(17172-88-2)
• EPA Substance Registry System: N-benzyl-2-bromo-2-phenylacetamide(17172-88-2)

Safety Data

• Hazardous Substances Data: 17172-88-2(Hazardous Substances Data)

Upstream product

• 866251-28-7 1-(1H-1,2,3-benzotriazol-1-yl)-2-bromo-2-phenyl-1-ethanone 
• 100-46-9 benzylamine 
• 103-80-0 phenylacetyl chloride 
• 29601-98-7 N-benzylhydroxylamine hydrochloride 
• 774-40-3 hydroxy-phenyl-acetic acid ethyl ester 
• 4410-32-6 N-benzyl-2-hydroxy-2-phenylacetamide 
• 188025-29-8 Methanesulfonic acid benzylcarbamoyl-phenyl-methyl ester 
• 142437-79-4 N-(mesyloxy)-N-benzylphenylacetamide 
• 19078-72-9 bromo(phenyl)acetyl chloride 

Downstream Products

• 5022-26-4 N-benzyl-2,2-diphenylacetamide 

Relevant articles and documents

One-carbon homologation of aldehydes to N-(α-haloacyl)benzotriazoles

One-carbon homologated N-(α-haloacyl)benzotriazoles have been synthesized from the corresponding aromatic and aliphatic aldehydes. Vinylbenzotriazoles, prepared by the reaction of aldehydes with the one-carbon synthon BtCH2P+Ph3

The anticonvulsant activities of functionalized N-benzyl 2-acetamidoacetamides. The importance of the 2-acetamido substituent

Recent studies have demonstrated that substituted N-benzyl 2-acetamidoacetamides provide significant protection against maximal electroshock (MES)-induced seizures in mice and rats. In this study, we investigated whether the 2-acetamido moiety was necessary for anticonvulsant activity. Ten derivatives of the known anticonvulsant, N-benzyl 2-acetamido-2-phenylacetamide were prepared in which the 2-acetamido group was replaced by hydrogen, methyl, oxygen, and halogen substituents. Evaluation of these compounds in the MES-induced seizure test demonstrated that both the hydroxy and the methoxy compounds provided full protection against MES-induced seizures in mice given ip at 100 mg/g. Moreover, evaluation of the individual stereoisomers for the hydroxy compound showed that the principal activity resided in the (R)-isomer. These findings demonstrated that the 2-acetamido substituent is important but not obligatory for the prevention of MES-induced seizures. Further supporting evidence was provided by comparing the pharmacological activities of N-benzyl 2,3-dimethoxypropionamide with N-benzyl 2-acetamido-3-methoxypropionamide. The ED50 value for the former in the MES test was 3.0 mg/kg (ip), which compared favorably with phenobarbital (ED50=22 mg/kg), but the ED50 value for N-benzyl 2-acetamido-3-methoxypropionamide was 8.3 mg/kg.

Base-Promoted Reaction of O-Sulfonylated Hydroxamic Acids with Nucleophiles. A New Mehtod for the Synthesis of α-Substituted Amides

Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0 deg C gives 2-chloroamides 3 in good yields.Use of a single equivalent of triethylamine gives the N-(mesyloxy)amides 1, which are versatile sy