2-Oxo-2-phenylethyl 2-aminobenzoate

Base Information

• Chemical Name: 2-Oxo-2-phenylethyl 2-aminobenzoate
• CAS No.: 130627-10-0
• Molecular Formula: C15H13 N O3
• Molecular Weight: 255.273
• DSSTox Substance ID: DTXSID50395635
• Nikkaji Number: J1.086.573E
• Wikidata: Q82195823
• Mol file: 130627-10-0.mol

Synonyms:130627-10-0;2-oxo-2-phenylethyl 2-aminobenzoate;phenacyl 2-aminobenzoate;2-Amino-benzoic acid 2-oxo-2-phenyl-ethyl ester;2-oxo-2-phenylethyl 2-aminobenzenecarboxylate;Ethanone, 2-[(2-aminobenzoyl)oxy]-1-phenyl-;Anthanilic acid phenacyl ester;SCHEMBL13550378;DTXSID50395635;MFCD00736387;AKOS000122084;EU-0084182;FT-0643134;2-aminobenzoic acid 2-oxo-2-phenylethyl ester;METHYLALPHA-D-GALACTOPYRANOSIDEMONOHYDRATE;3T-0323;SR-01000510017;J-510215;SR-01000510017-1

Chemical Property of 2-Oxo-2-phenylethyl 2-aminobenzoate

Chemical Property:

• Vapor Pressure: 1.17E-08mmHg at 25°C
• Melting Point: 119-123°
• Boiling Point: 460.4°Cat760mmHg
• Flash Point: 231°C
• PSA: 69.39000
• Density: 1.242g/cm³
• LogP: 2.88970
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

98%min ^*data from raw suppliers

2-Oxo-2-phenylethyl2-aminobenzenecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)COC(=O)C2=CC=CC=C2N

Technology Process of 2-Oxo-2-phenylethyl 2-aminobenzoate

There total 4 articles about 2-Oxo-2-phenylethyl 2-aminobenzoate 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: 95.2%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + α-bromoacetophenone (70-11-1) → anthranilic acid phenacylester (130627-10-0)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;

DOI:10.1021/ac50064a047

Reference yield: 44.0%

2-nitro-benzoic acid phenacyl ester (55153-33-8) → anthranilic acid phenacylester (130627-10-0)

Guidance literature:

With hydrogen; platinum; In ethanol; Ambient temperature;

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → anthranilic acid phenacylester (130627-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Et₃N / acetone / 0.5 h / Heating

2: 44 percent / Pt, H₂ / ethanol / Ambient temperature

With hydrogen; triethylamine; platinum; In ethanol; acetone;

upstream raw materials:

2-nitro-benzoic acid phenacyl ester

anthranilic acid

α-bromoacetophenone

ortho-nitrobenzoic acid

Downstream raw materials:

4-Oxo-1,4-dihydro-quinoline-3,8-dicarboxylic acid 3-ethyl ester 8-(2-oxo-2-phenyl-ethyl) ester

2-benzoylaminobenzamide

2-acetamidobenzamide

2,5-diphenylpyrazine

Refernces

• 1、 Yushchenko, Dmytro A.,Bilokin', Mykhailo D.,Pyvovarenko, Oleksandr V.,Duportail, Guy,Mély, Yves,Pivovarenko, Vasyl G.. "Synthesis and fluorescence properties of 2-aryl-3-hydroxyquinolones, a new class of dyes displaying dual fluorescence". . p. 905 - 908. Retrieved 2007/10/03.
• 2、 Hradil, Pavel,Hlavac, Jan,Lemr, Karel. "Preparation of 1,2-disubstituted-3-hydroxy-4(1H)-quinolinones and the influence of substitution on the course of cyclization". . p. 141 - 144. Retrieved 2007/10/03.