4-Bromo-3-oxo-n-phenylbutanamide

Base Information

• Chemical Name: 4-Bromo-3-oxo-n-phenylbutanamide
• CAS No.: 1205-74-9
• Molecular Formula: C10H10BrNO2
• Molecular Weight: 256.099
• Hs Code.: 2924299090
• NSC Number: 108424
• DSSTox Substance ID: DTXSID30296232
• Nikkaji Number: J243.055J
• Mol file: 1205-74-9.mol

Synonyms:4-bromo-3-oxo-n-phenylbutanamide;1205-74-9;Butanamide,4-bromo-3-oxo-N-phenyl-;Acetoacetanilide, 4-bromo-;4-bromoacetoacetanilide;gamma-bromoacetoacetanilide;4-Bromo-3-oxo-N-phenylbutanamide;4-Bromo-3-oxobutyranilide;4-Bromoacetoacetanilide;NSC 108424;gamma-Bromoacetoacetanilide;omega-Bromoacetoacetanilide;NSC108424;SCHEMBL3986889;DTXSID30296232;RJTROOIXLNVHNB-UHFFFAOYSA-N;MFCD00792909;AKOS002665316;NSC-108424;-Bromoacetoacetanilide

Chemical Property of 4-Bromo-3-oxo-n-phenylbutanamide

Chemical Property:

• Vapor Pressure: 7.55E-08mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 437.3 °C at 760 mmHg
• Flash Point: 218.3 °C
• PSA: 46.17000
• Density: 1.544 g/cm³
• LogP: 2.05220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 254.98949
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-3-oxo-N-phenylbutanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CC(=O)CBr

Technology Process of 4-Bromo-3-oxo-n-phenylbutanamide

There total 7 articles about 4-Bromo-3-oxo-n-phenylbutanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + aniline (62-53-3) → 4-bromo-3-oxo-N-phenylbutanamide (1205-74-9)

Guidance literature:

4-methyleneoxetan-2-one; With bromine; In dichloromethane; at 5 - 15 ℃; for 1h;

aniline; In dichloromethane; at 30 - 35 ℃; for 3h; Solvent; Temperature;

Reference yield: 84.9%

N-phenylacetoacetamide (102-01-2,98624-45-4) → 4-bromo-3-oxo-N-phenylbutanamide (1205-74-9)

Guidance literature:

With bromine; In chloroform; 1.) 1 h, r.t.; 2.) 2 h, 50 degC;

Reference yield:

aniline (62-53-3) → 4-bromo-3-oxo-N-phenylbutanamide (1205-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / xylene / 0.5 h / Heating / reflux

1.2: 3.07 h / Heating / reflux

2.1: bromine / chloroform / 2 h / Heating / reflux

With pyridine; bromine; In chloroform; xylene;

upstream raw materials:

4-bromo-3-oxobutyric acid bromide

aniline

N-phenylacetoacetamide

chloroform

Downstream raw materials:

2-Hydroxy-2-acetanilido-1,4-oxathian

4-[(isopropylamino)methyl]quinolin-2(1H)-one

4-[(methyl-phenyl-amino)-methyl]-1H-quinolin-2-one

4-((phenylamino)methyl)quinolin-2(1H)-one

Refernces

• 1、 -. "Synthesis method of 4-bromo-3-oxo-N-phenylbutyrylamide". Paragraph 0018-0029. . Retrieved 2021/02/06.
• 2、 Revankar, Hrishikesh M.,Arali, Shweta,Yakkerimath, Shilpa,Revankar, Pooja P.,Naik, Vijaykumar,Anand, Ashish,Kulkarni, Manohar V.. "Synthesis and anti-bacterial evaluation of 4-aryloxymethyl carbostyrils derived from substructures and degradation products of Vancomycin". . p. 637 - 642. Retrieved 2017/01/18.