2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline

Base Information

• Chemical Name: 2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline
• CAS No.: 109660-13-1
• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.278
• European Community (EC) Number: 689-688-7
• DSSTox Substance ID: DTXSID30549038
• Nikkaji Number: J2.717.096J
• Wikidata: Q82427911
• Mol file: 109660-13-1.mol

Synonyms:2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline;109660-13-1;4,4-dimethyl-2-quinolin-2-yl-5H-1,3-oxazole;4,4-Dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole;2-(4,4-Dimethyl-4,5-dihydro-1,3-oxazol-2-yl)quinoline;SCHEMBL6518755;DTXSID30549038;QCVNRITUPLGEMZ-UHFFFAOYSA-N;AKOS025394139;BS-22742;4,4-dimethyl-2-(quinoline-2-yl)-oxazoline;2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline, >=96.5% (HPLC)

Chemical Property of 2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline

Chemical Property:

• Boiling Point: 375.7±15.0 °C(Predicted)
• PKA: 3.27±0.61(Predicted)
• Density: 1.17±0.1 g/cm3(Predicted)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.110613074
• Heavy Atom Count: 17
• Complexity: 324

Purity/Quality:

Safty Information:

• Hazard Codes: Xn,N
• Statements: 21/22-36/38-51/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)C2=NC3=CC=CC=C3C=C2)C

Technology Process of 2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline

There total 6 articles about 2-(4,4-Dimethyl-4,5-dihydro-2-oxazolyl)quinoline 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: 47.0%

N-(1-hydroxy-2-methylpropan-2-yl)quinoline-2-carboxamide (1150098-00-2) → 4,4-dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole (109660-13-1)

Guidance literature:

With dmap; triethylamine; p-toluenesulfonyl chloride; In 1,2-dichloro-ethane; at 0 ℃; Inert atmosphere; Reflux;

Reference yield:

C15H18N2O4S → 4,4-dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole (109660-13-1)

Guidance literature:

With triethylamine; In dichloromethane; at 40 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2012.12.046

Reference yield:

4,4-dimethyl-2-oxazoline (30093-99-3) → 4,4-dimethyl-2-(quinolin-2-yl)-4,5-dihydrooxazole (109660-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi / diethyl ether / -78 °C

2: 1) trimethyltin chloride (Me₃SnCl) / 2) (Ph₃P)4Pd / 1) in Et₂O, -78 deg C, 2) C₆H₆, 12h, reflux

With n-butyllithium; trimethyltin(IV)chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether;

DOI:10.1016/S0040-4039(00)85187-4

upstream raw materials:

2-Chloroquinoline

4,4-dimethyl-2-oxazoline

Li(4,4-dimethyl-2-oxazolinyl)

N-(1-hydroxy-2-methylpropan-2-yl)quinoline-2-carboxamide