Benzoxazole, 2-(3-pyridyl)-

Base Information

• Chemical Name: Benzoxazole, 2-(3-pyridyl)-
• CAS No.: 2295-42-3
• Molecular Formula: C12H8 N2 O
• Molecular Weight: 196.208
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10177494
• Nikkaji Number: J41.875G
• Wikidata: Q83047824
• ChEMBL ID: CHEMBL1477581
• Mol file: 2295-42-3.mol

Synonyms:2-pyridin-3-yl-1,3-benzoxazole;2295-42-3;BENZOXAZOLE, 2-(3-PYRIDYL)-;2-(3-Pyridyl)benzoxazole;R.750;BRN 0610288;benzoxazole, 2-(3-pyridinyl)-;2-(Pyridin-3-yl)benzoxazole;3-benzoxazolylpyridine;ChemDiv2_001661;2-(3-Pyridinyl)benzoxazole;MLS000043479;CHEMBL1477581;SCHEMBL11773057;DTXSID10177494;HMS1373L11;HMS2162L06;HMS3323H21;CCG-116142;LS-42217;SMR000020296

Chemical Property of Benzoxazole, 2-(3-pyridyl)-

Chemical Property:

• Vapor Pressure: 0.000557mmHg at 25°C
• Boiling Point: 321.5°Cat760mmHg
• Flash Point: 148°C
• PSA: 38.92000
• Density: 1.241g/cm³
• LogP: 2.88980
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.063662883
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(O2)C3=CN=CC=C3

Technology Process of Benzoxazole, 2-(3-pyridyl)-

There total 3 articles about Benzoxazole, 2-(3-pyridyl)- 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: 27.3%

N-(2-bromophenyl)-3-pyridinecarboxamide (75075-29-5) → N-phenylnicotinamide (1752-96-1) + 2-pyridin-3-yl-benzooxazole (2295-42-3)

Guidance literature:

With sodium carbonate; In water; acetonitrile; at 4 ℃; for 6.5h; UV-irradiation;

DOI:10.1021/jo9909498

Reference yield:

N-(2-chlorophenyl)-3-pyridinecarboxamide (75075-31-9) → N-phenylnicotinamide (1752-96-1) + 2-pyridin-3-yl-benzooxazole (2295-42-3)

Guidance literature:

In water; acetonitrile; for 1.5h; Further Variations:; Reagents; Kinetics; UV-irradiation;

DOI:10.1021/jo9909498

Reference yield:

pyridine (110-86-1) + benzoxazole (273-53-0,29791-96-6) → 2-(2'-pyridyl)benzoxazole (32959-62-9) + 2-pyridin-3-yl-benzooxazole (2295-42-3) + 2-(pyridin-4-yl)benzoxazole (2295-47-8)

Guidance literature:

With 2,4,6-triisopropyl-1-bromobenzene; palladium diacetate; cesium pivalate; at 170 ℃; for 17h; Overall yield = 59 %; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.6b00932

upstream raw materials:

N-(2-chlorophenyl)-3-pyridinecarboxamide

N-(2-bromophenyl)-3-pyridinecarboxamide

pyridine

benzoxazole

Downstream raw materials:

2-(pyridin-3-yl)-1,3-benzoxazol-5-amine

3-benzooxazol-2-yl-1-benzyl-pyridinium; bromide

Refernces

• 1、 Park, Yong-Tae,Jung, Chang-Hee,Kim, Kwang-Wook,Kim, Ho Sik. "Synthesis of 2-pyridinylbenzoxazole: Mechanism for the intramolecular photosubstitution of the haloarene with the carbonyl oxygen of the amide bond in basic medium". . p. 8546 - 8556. Retrieved 2007/10/03.