2-(4-Phenyl-1,3-thiazol-2-yl)acetonitrile

Base Information

• Chemical Name: 2-(4-Phenyl-1,3-thiazol-2-yl)acetonitrile
• CAS No.: 41381-89-9
• Molecular Formula: C11H8N2S
• Molecular Weight: 200.264
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID40351604
• Nikkaji Number: J1.785.538G
• Wikidata: Q72498929
• Mol file: 41381-89-9.mol

Synonyms:41381-89-9;2-(4-phenyl-1,3-thiazol-2-yl)acetonitrile;2-(4-Phenylthiazol-2-yl)acetonitrile;(4-phenyl-1,3-thiazol-2-yl)acetonitrile;(4-Phenyl-thiazol-2-yl)-acetonitrile;Maybridge1_006883;2-(4-phenyl-1,3-thiazol-2-yl)ethanenitrile;Cambridge id 5156617;4-phenyl-2-cyanomethylthiazole;SCHEMBL2223579;2-cyanomethyl-4-phenyl-thiazole;HMS561A19;DTXSID40351604;SOFCSIBVJROWGI-UHFFFAOYSA-N;(4-Phenylthiazol-2-yl)acetonitrile;CCG-42017;MFCD00551791;STL141114;2-(4-phenyl-2-thiazolyl)acetonitrile;AKOS000206719;(4-phenyl-1,3-thiazol-2-yl)methyl cyanide;BB 0242714;CS-0186424;FT-0608690;EN300-11757;1T-0054;A804576;SR-01000632051-1;Z48849013;F0848-0153

Chemical Property of 2-(4-Phenyl-1,3-thiazol-2-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 6.28E-06mmHg at 25°C
• Melting Point: 59 °C
• Refractive Index: 1.61
• Boiling Point: 378.5 °C at 760 mmHg
• PKA: 1.04±0.10(Predicted)
• Flash Point: 182.7 °C
• PSA: 64.92000
• Density: 1.223 g/cm³
• LogP: 2.87618
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.04081944
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

2-(4-phenyl-1,3-thiazol-2-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC(=N2)CC#N

Technology Process of 2-(4-Phenyl-1,3-thiazol-2-yl)acetonitrile

There total 5 articles about 2-(4-Phenyl-1,3-thiazol-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: 87.0%

Cyanothioacetamide (7357-70-2) + α-bromoacetophenone (70-11-1) → 2-(4-phenylthiazol-2-yl)acetonitrile (41381-89-9)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 70 ℃; for 1h;

Reference yield: 77.0%

→ 2-(4-phenylthiazol-2-yl)acetonitrile (41381-89-9)

Guidance literature:

In ethanol; for 15.5h; Reflux;

Reference yield: 72.0%

2-chloro-4-phenylthiazole (1826-23-9) + acetonitrile (75-05-8,26809-02-9) → 2-(4-phenylthiazol-2-yl)acetonitrile (41381-89-9)

Guidance literature:

acetonitrile; With sodium hexamethyldisilazane; In tetrahydrofuran; at -60 ℃; for 0.5h;

2-chloro-4-phenylthiazole; In tetrahydrofuran; at 0 ℃; for 1h;

upstream raw materials:

Cyanothioacetamide

α-bromoacetophenone

α-(4-phenyl-2-thiazolyl)-p-methoxycinnamonitrile

2-chloro-4-phenylthiazole

Downstream raw materials:

3-oxo-3-phenyl-2-(4-phenyl-thiazol-2-yl)-propionitrile

3-oxo-2-(4-phenyl-thiazol-2-yl)-butyronitrile

3,3-bis-methylsulfanyl-2-(4-phenyl-thiazol-2-yl)-acrylonitrile

3-oxo-4-phenyl-2-(4-phenyl-thiazol-2-yl)-butyronitrile

Refernces

• 1、 Kutasevich, Anton V.,Niktarov, Anton S.,Uvarova, Ekaterina S.,Karnoukhova, Valentina A.,Mityanov, Vitaly S.. "A novel approach to bis(1,3-azol-2-yl)acetonitriles and bis(1,3-azol-2-yl)methanes: Via the [3 + 2]-dipolar cycloaddition of imidazole N -oxides and 2-heteroaryl-3,3-dimethylacrylonitriles". . p. 8988 - 8998. Retrieved 2021/11/09.
• 2、 Pajk, Stane,?ivec, Matej,?ink, Roman,Sosi?, Izidor,Neu, Margarete,Chung, Chun-Wa,Martínez-Hoyos, María,Pérez-Herrán, Esther,álvarez-Gómez, Daniel,álvarez-Ruíz, Emilio,Mendoza-Losana, Alfonso,Castro-Pichel, Julia,Barros, David,Ballell-Pages, Lluís,Young, Robert J.,Convery, Maire A.,Encinas, Lourdes,Gobec, Stanislav. "New direct inhibitors of InhA with antimycobacterial activity based on a tetrahydropyran scaffold". supporting information. p. 252 - 257. Retrieved 2016/05/02.