2-(Phenylamino)acetonitrile

Base Information

• Chemical Name: 2-(Phenylamino)acetonitrile
• CAS No.: 3009-97-0
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 29269095
• European Community (EC) Number: 221-129-0
• NSC Number: 7611
• UNII: XBN69BE6X2
• DSSTox Substance ID: DTXSID80184175
• Nikkaji Number: J7.661I
• Wikidata: Q27452740
• ChEMBL ID: CHEMBL1229843
• Mol file: 3009-97-0.mol

Synonyms:2-aminophenylacetonitrile;phenylglycine nitrile;phenylglycinonitrile

Chemical Property of 2-(Phenylamino)acetonitrile

Chemical Property:

• Appearance/Colour: yellowish crystalline low melting solid
• Vapor Pressure: 0.000924mmHg at 25°C
• Melting Point: 40 °C
• Refractive Index: 1.595
• Boiling Point: 303.5 °C at 760 mmHg
• PKA: 1.28±0.50(Predicted)
• Flash Point: 137.4 °C
• PSA: 35.82000
• Density: 1.112 g/cm³
• LogP: 1.69508
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

N-Phenylglycinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCC#N
• Uses: N-Phenylglycinonitrile is a useful building block used in the preparation of purine derivatives with ability to inhibit protein kinases by competitive displacement of ATP.

Technology Process of 2-(Phenylamino)acetonitrile

There total 30 articles about 2-(Phenylamino)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: 100.0%

chloroacetonitrile (107-14-2) + aniline (62-53-3) → N-phenylglycinonitrile (3009-97-0)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; for 3h; Reflux;

DOI:10.1002/anie.201708790

Reference yield: 92.0%

sodium cyanide (773837-37-9) + N-methylaniline (100-61-8) → N-phenylglycinonitrile (3009-97-0)

Guidance literature:

With C₆H₁₈NO₃Si⁽¹⁺⁾*C₇H₁₆Cl₃NO₅RuSi^(1-); dihydrogen peroxide; acetic acid; In methanol; water; at 20 ℃; for 1.5h; Reagent/catalyst;

DOI:10.1039/c3ra44051f

Reference yield: 90.0%

trimethylsilyl cyanide (7677-24-9) + N-methylaniline (100-61-8) → N-phenylglycinonitrile (3009-97-0)

Guidance literature:

With amine functionalized Zr(IV) metal-organic framework (UiO-66-NH₂) through covalent hooking of EOSIN-Y; In methanol; at 20 ℃; for 4.5h;

DOI:10.1016/j.jcat.2019.02.011

upstream raw materials:

chloroacetonitrile

aniline

glycolonitrile

formaldehyd

Downstream raw materials:

2-anilinoacetamide

N-benzoyl-N-phenylaminoacetonitrile

N-(2-cyanoethyl)-N-(cyanonmethyl)aniline

2-Chloro-N-cyanomethyl-N-phenyl-acetamide

Refernces

• 1、 Heidarian, Mahdi,Moghaddam, Firouz Matloubi,Pourkaveh, Raheleh. "Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules". . . Retrieved 2020/11/03.
• 2、 Kumar, Gaurav,Solanki, Pratik,Nazish, Mohd,Neogi, Subhadip,Kureshy, Rukhsana I.,Khan, Noor-ul H.. "Covalently hooked EOSIN-Y in a Zr(IV) framework as visible-light mediated, heterogeneous photocatalyst for efficient C–H functionalization of tertiary amines". . p. 298 - 304. Retrieved 2019/02/26.