Ethyl 2-(2-cyanoanilino)acetate

Base Information

• Chemical Name: Ethyl 2-(2-cyanoanilino)acetate
• CAS No.: 87223-76-5
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30381516
• Wikidata: Q82172391
• Mol file: 87223-76-5.mol

Synonyms:ethyl 2-(2-cyanoanilino)acetate;87223-76-5;Ethyl 2-((2-cyanophenyl)amino)acetate;ethyl 2-[(2-cyanophenyl)amino]acetate;Glycine, N-(2-cyanophenyl)-, ethyl ester;MFCD00141059;N-(2-Cyanophenyl)glycine ethyl ester;Bionet2_000234;Oprea1_553277;SCHEMBL4339813;DTXSID30381516;SAHHQUFVDZOAEH-UHFFFAOYSA-N;HMS1364K14;ETHYL (2-CYANOANILINO)ACETATE;AKOS000253987;SY004376;(2-cyanophenylamino)acetic acid ethyl ester;CS-0151573;FT-0625854;1F-932;A862718;J-520559

Chemical Property of Ethyl 2-(2-cyanoanilino)acetate

Chemical Property:

• Vapor Pressure: 4.2E-05mmHg at 25°C
• Melting Point: 95-96°C
• Boiling Point: 351.1°C at 760 mmHg
• PKA: -0.66±0.50(Predicted)
• Flash Point: 166.1°C
• PSA: 62.12000
• Density: 1.15g/cm³
• LogP: 1.60628
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-(2-cyanoanilino)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CNC1=CC=CC=C1C#N

Technology Process of Ethyl 2-(2-cyanoanilino)acetate

There total 3 articles about Ethyl 2-(2-cyanoanilino)acetate 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: 83.0%

ethyl bromoacetate (105-36-2) + anthranilic acid nitrile (1885-29-6) → (2-cyanophenylamino)acetic acid ethyl ester (87223-76-5)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; for 48h; Reflux; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.103665

Reference yield: 64.0%

anthranilic acid nitrile (1885-29-6) → (2-cyanophenylamino)acetic acid ethyl ester (87223-76-5)

Guidance literature:

With trifluoroacetic acid; In ethanol; water; acetonitrile;

Reference yield:

ethyl bromoacetate (105-36-2) + anthranilic acid amide (28144-70-9,88-68-6) → (2-cyanophenylamino)acetic acid ethyl ester (87223-76-5)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide;

upstream raw materials:

ethyl bromoacetate

anthranilic acid nitrile

anthranilic acid amide

Downstream raw materials:

ethyl 3-amino-1H-indole-2-carboxylate

N-cyclohexyl-2-((4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)acetamide

3-cyclohexyl-2-thioxo-2,3-dihydro-1H-pyrimido[5,4-b]indol-4(5H)-one

3-phenethyl-2-thioxo-2,3-dihydro-1H-pyrimido[5,4-b]indol-4(5H)-one