2-(3-Aminophenyl)acetonitrile

Base Information

• Chemical Name: 2-(3-Aminophenyl)acetonitrile
• CAS No.: 4623-24-9
• Molecular Formula: C8H8 N2
• Molecular Weight: 132.165
• Hs Code.: 2926907090
• European Community (EC) Number: 833-514-6
• DSSTox Substance ID: DTXSID60406620
• Nikkaji Number: J416.933F
• Wikidata: Q82211678
• Mol file: 4623-24-9.mol

Synonyms:2-(3-aminophenyl)acetonitrile;4623-24-9;M-aminobenzyl cyanide;3-Aminophenylacetonitrile;(3-AMINO-PHENYL)-ACETONITRILE;Benzeneacetonitrile, 3-amino-;3-aminobenzyl cyanide;3-Aminobenzeneacetonitrile;(3-amino-phenyl)acetonitrile;SCHEMBL1184254;Acetonitrile, (m-aminophenyl)-;3-Aminophenylacetic acid nitrile;DTXSID60406620;YIZRGZCXUWSHLN-UHFFFAOYSA-N;HMS1717N05;MFCD03265299;AKOS001074920;AB13852;CS-W018941;DS-16745;1H-Pyrrole-1-carboxylicacid, methyl ester;(3-Amino-phenyl)-acetonitrile, AldrichCPR;FT-0753422;A18800;EN300-189265;Z90120426

Chemical Property of 2-(3-Aminophenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000728mmHg at 25°C
• Melting Point: 137-138 °C
• Refractive Index: 1.592
• Boiling Point: 307.4°Cat760mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 139.7°C
• PSA: 49.81000
• Density: 1.12g/cm³
• LogP: 1.91608
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

98%min ^*data from raw suppliers

2-(3-Aminophenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N)CC#N
• Uses: 2-(3-Aminophenyl)acetonitrile is a useful reagent in the synthesis of aminophenylalkylaminopyrrolopyrimidines with antiinfluenza activity.

Technology Process of 2-(3-Aminophenyl)acetonitrile

There total 10 articles about 2-(3-Aminophenyl)acetonitrile 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: 98.0%

(3-nitrophenyl)acetonitrile (621-50-1) → 2-(3-aminophenyl)acetonitrile (4623-24-9)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 85 ℃; for 1h;

DOI:10.1016/j.bmcl.2018.01.044

Reference yield: 72.0%

ethyl 2-cyanoacetate (105-56-6) + 3-chloro-aniline (108-42-9) → 2-(3-aminophenyl)acetonitrile (4623-24-9)

Guidance literature:

ethyl 2-cyanoacetate; 3-chloro-aniline; With N-(2-methylnaphthalen-1-yl)-N’-(pyridin-2-ylmethyl)oxalamide; copper(I) bromide; sodium t-butanolate; In isopropyl alcohol; at 105 ℃; for 24h; Schlenk technique; Inert atmosphere;

With water; In isopropyl alcohol; at 105 ℃; for 12h; Schlenk technique; Inert atmosphere; Cooling;

DOI:10.1002/anie.202014638

Reference yield:

tin(II)chloride dihydrate + (3-nitrophenyl)acetonitrile (621-50-1) + 3-Nitrobenzyl chloride (619-23-8) → 2-(3-aminophenyl)acetonitrile (4623-24-9)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; ethyl acetate;

upstream raw materials:

(3-nitrophenyl)acetonitrile

hydrogenchloride

phenylacetonitrile

3-Nitrobenzyl chloride

Downstream raw materials:

(3-Amino-phenyl)-pyridin-2-yl-acetonitrile

(3-methylsulfanyl-phenyl)-acetonitrile

2-(3-(2-Chloropyrimidin-4-ylamino)phenyl)acetonitrile

N-(3-(cyanomethyl)phenyl)-2,2,2-trifluoroacetamide

Refernces

• 1、 Suebsuwong, Chalada,Pinkas, Daniel M.,Ray, Soumya S.,Bufton, Joshua C.,Dai, Bing,Bullock, Alex N.,Degterev, Alexei,Cuny, Gregory D.. "Activation loop targeting strategy for design of receptor-interacting protein kinase 2 (RIPK2) inhibitors". supporting information. p. 577 - 583. Retrieved 2018/02/09.
• 2、 Genovese, Filippo,Lazzari, Sandra,Venturi, Ettore,Costantino, Luca,Blazquez, Jesus,Ibacache-Quiroga, Claudia,Costi, Maria Paola,Tondi, Donatella. "Design, synthesis and biological evaluation of non-covalent AmpC β-lactamases inhibitors". . p. 975 - 986. Retrieved 2017/04/14.