1,3-Benzoxazol-2-ylacetonitrile

Base Information

• Chemical Name: 1,3-Benzoxazol-2-ylacetonitrile
• CAS No.: 15344-56-6
• Molecular Formula: C9H6 N2 O
• Molecular Weight: 158.159
• Hs Code.: 2934999090
• European Community (EC) Number: 821-346-6
• DSSTox Substance ID: DTXSID80357100
• Nikkaji Number: J1.752.508E
• Wikidata: Q82136838
• Mol file: 15344-56-6.mol

Synonyms:15344-56-6;1,3-benzoxazol-2-ylacetonitrile;Benzooxazol-2-yl-acetonitrile;2-(Benzo[d]oxazol-2-yl)acetonitrile;2-(1,3-benzoxazol-2-yl)acetonitrile;2-Benzoxazoleacetonitrile;MFCD00160031;BAS 00084258;2-(2-Benzoxazolyl)acetonitrile;Enamine_001204;2-cyanomethyl-benzoxazole;2-benzoxazolylacetonitrile;Benzoxazol-2-ylacetonitrile;SCHEMBL687550;DTXSID80357100;NGUJPJCKRWSDCS-UHFFFAOYSA-N;HMS1397G16;STK354717;AKOS000521729;SB33846;AS-47506;SY169154;CS-0155908;EN300-31748;F13988;J-009018;Z56791235;F3358-0127

Chemical Property of 1,3-Benzoxazol-2-ylacetonitrile

Chemical Property:

• Melting Point: 56-57 °C
• Boiling Point: 295.8±23.0 °C(Predicted)
• PKA: 0.79±0.10(Predicted)
• PSA: 49.82000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 1.89388
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.048012819
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

99%min ^*data from raw suppliers

Benzooxazol-2-yl-acetonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)CC#N

Technology Process of 1,3-Benzoxazol-2-ylacetonitrile

There total 7 articles about 1,3-Benzoxazol-2-ylacetonitrile 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: 95.0%

2-cyano-N-[2-(hydroxyl)phenyl]acetamide (3815-12-1) → 2-(benzo[d]oxazol-2-yl)acetonitrile (15344-56-6)

Guidance literature:

With Al³⁺ exchanged K₁₀ clay; In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 16h; Green chemistry;

DOI:10.1016/j.tetlet.2013.09.039

Reference yield: 71.0%

2-amino-phenol (95-55-6) + malononitrile (109-77-3) → 2-(benzo[d]oxazol-2-yl)acetonitrile (15344-56-6)

Guidance literature:

2-amino-phenol; malononitrile; In acetic acid; glacial; ethanol; at 100 ℃; for 24h; Heating / reflux;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield: 69.0%

ethyl cyanoacetimidate hydrochloride (55244-11-6) + 2-amino-phenol (95-55-6) → 2-(benzo[d]oxazol-2-yl)acetonitrile (15344-56-6)

Guidance literature:

In dichloromethane; at 25 - 50 ℃; for 20h;

DOI:10.1021/acs.jmedchem.1c00707

upstream raw materials:

2-cyano-N-[2-(hydroxyl)phenyl]acetamide

2-amino-phenol

malononitrile

sodium cyanide

Downstream raw materials:

2-benzamido-4-cyano-1-oxopyrido<2,1-b>benzoxazole

3-(benzo[d]oxazol-2-yl)-5-(4-chloro-3-methoxyphenyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one

4-amino-3-benzoxazol-2-yl-2-(4-methoxyphenyl)-2H-9-oxa-4a-azafluorene-1-carbonitrile

4-amino-3-benzoxazol-2-yl-2-phenyl-2H-9-oxa-4a-azafluorene-1-carbonitrile

Refernces

• 1、 Cao, Jing,Huang, Pingping,Shen, Ping,Tang, Xuejiao,Weng, Chao,Zhao, Yalun. "Balancing the Voc-Jsc trade-off in polymer solar cells based on 2-(benzoxazol-2-yl)-acetonitrile end-capped small-molecule acceptors through asymmetry and halogenation of end groups". . . Retrieved 2022/02/02.
• 2、 -. "ANDROGEN RECEPTOR ANTAGONISTS". Paragraph 0149-0150. . Retrieved 2019/08/26.