Phenylamino-thiophen-2-YL-acetonitrile

Base Information

• Chemical Name: Phenylamino-thiophen-2-YL-acetonitrile
• CAS No.: 81994-43-6
• Molecular Formula: C₁₂H₁₀N₂S
• Molecular Weight: 214.291
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60378090
• Nikkaji Number: J2.164.913I
• ChEMBL ID: CHEMBL405083
• Mol file: 81994-43-6.mol

Synonyms:81994-43-6;PHENYLAMINO-THIOPHEN-2-YL-ACETONITRILE;2-anilino-2-thiophen-2-ylacetonitrile;Phenylamino(thien-2-yl)acetonitrile;2-(phenylamino)-2-(thiophen-2-yl)acetonitrile;MFCD06245470;2-Thiopheneacetonitrile,a-(phenylamino)-;(2-Thienyl)anilinoacetonitrile;CHEMBL405083;SCHEMBL16055052;DTXSID60378090;Anilino(thiophen-2-yl)acetonitrile;AKOS005254876

Chemical Property of Phenylamino-thiophen-2-YL-acetonitrile

Chemical Property:

• Vapor Pressure: 3.9E-06mmHg at 25°C
• Melting Point: 100-102 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.668
• Boiling Point: 385.1 °C at 760 mmHg
• PKA: 0.14±0.50(Predicted)
• Flash Point: 186.7 °C
• PSA: 64.06000
• Density: 1.262 g/cm³
• LogP: 3.49788
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.05646950
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

PHENYLAMINO-THIOPHEN-2-YL-ACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(C#N)C2=CC=CS2

Technology Process of Phenylamino-thiophen-2-YL-acetonitrile

There total 14 articles about Phenylamino-thiophen-2-YL-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: 99.0%

thiophene-2-carbaldehyde (98-03-3) + trimethylsilyl cyanide (7677-24-9) + aniline (62-53-3) → 2-(phenylamino)-2-(thiophen-2-yl)acetonitrile (81994-43-6)

Guidance literature:

With azaphosphatrane salt on Merrifield resin; In acetonitrile; at 20 ℃; for 20h;

DOI:10.1016/j.tet.2005.09.117

Reference yield: 97.0%

trimethylsilyl cyanide (7677-24-9) + (E)-N-phenyl-1-(thiophen-2-yl)methanimine (5918-68-3,1191913-61-7) → 2-(phenylamino)-2-(thiophen-2-yl)acetonitrile (81994-43-6)

Guidance literature:

ytterbium(III) triflate; In dichloromethane; at 0 ℃;

DOI:10.1055/s-1997-719

Reference yield: 90.0%

thiophene-2-carbaldehyde (98-03-3) + sodium cyanide (773837-37-9) + aniline (62-53-3) → 2-(phenylamino)-2-(thiophen-2-yl)acetonitrile (81994-43-6)

Guidance literature:

With Cu(II)-imidazolium-containing Schiff base complex immobiized on SiO₂-coated Fe₃O₄ nanoparticles networked with melamine; In water; at 20 ℃; for 1.33333h; Catalytic behavior;

DOI:10.1002/aoc.5388

upstream raw materials:

trimethylsilyl cyanide

(E)-N-phenyl-1-(thiophen-2-yl)methanimine

thiophene-2-carbaldehyde

aniline

Downstream raw materials:

N-(thiophen-2-ylmethyl)aniline

Refernces

• 1、 Fauziev, Ruslan V.,Ivanov, Roman E.,Kuchurov, Ilya V.,Zlotin, Sergei G.. "A carbon dioxide-promoted three-component Strecker reaction". . p. 10137 - 10144. Retrieved 2021/12/24.
• 2、 Kazemnejadi, Milad,Alavi G., Seyyedeh Ameneh,Rezazadeh, Zinat,Nasseri, Mohammad Ali,Allahresani, Ali,Esmaeilpour, Mohsen. "Fe3O4?SiO2 nanoparticles–functionalized Cu(II) Schiff base complex with an imidazolium moiety as an efficient and eco-friendly bifunctional magnetically recoverable catalyst for the Strecker synthesis in aqueous media at room temperature". . . Retrieved 2019/12/15.