4-(Oxazol-5-yl)benzaldehyde

Base Information

• Chemical Name: 4-(Oxazol-5-yl)benzaldehyde
• CAS No.: 179057-31-9
• Molecular Formula: C10H7 N O2
• Molecular Weight: 173.171
• Hs Code.: 2934999090
• European Community (EC) Number: 886-810-2
• DSSTox Substance ID: DTXSID801311652
• Mol file: 179057-31-9.mol

Synonyms:4-(oxazol-5-yl)benzaldehyde;179057-31-9;4-(1,3-oxazol-5-yl)benzaldehyde;4-(5-oxazolyl)benzaldehyde;SCHEMBL1124055;GDXLZBAOBKGCEK-UHFFFAOYSA-N;DTXSID801311652;MFCD08669909;AKOS006290506;AS-53381;SY033925;CS-0374182;P16400;EN300-1087130;Z1198180713

Chemical Property of 4-(Oxazol-5-yl)benzaldehyde

Chemical Property:

• Boiling Point: 337.1°Cat760mmHg
• Flash Point: 157.7°C
• PSA: 43.10000
• Density: 1.216g/cm³
• LogP: 2.15410
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

96% ^*data from raw suppliers

4-(Oxazol-5-yl)benzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CN=CO2

Technology Process of 4-(Oxazol-5-yl)benzaldehyde

There total 5 articles about 4-(Oxazol-5-yl)benzaldehyde 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: 73.0%

oxazol (288-42-6) + 4-bromo-benzaldehyde (1122-91-4) → 4-(oxazol-5-yl)benzaldehyde (179057-31-9)

Guidance literature:

With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 110 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201900641

Reference yield: 71.0%

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole (1186127-11-6) + 4-bromo-benzaldehyde (1122-91-4) → 4-(oxazol-5-yl)benzaldehyde (179057-31-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.023

Reference yield:

[4-(1,3-oxazol-5-yl)phenyl]methanol (179057-18-2) → 4-(oxazol-5-yl)benzaldehyde (179057-31-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -60 deg C, 1 h, 2.) CH₂Cl₂, from -60 deg C to RT, 1 h;

DOI:10.1021/jm9800853

upstream raw materials:

[4-(1,3-oxazol-5-yl)phenyl]methanol

methyl 4-formylbenzoate

4-oxazol-5-ylbenzoic acid methyl ester

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)-1,3-oxazole

Downstream raw materials:

5-[4-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)phenyl]-1,3-oxazole

5-[4-(6-bromo-1H-imidazo[4,5-b]pyridin-2-yl)phenyl]-1,3-oxazole

5-[4-(5-bromo-1H-benz[d]imidazol-2-yl)phenyl]-1,3-oxazole

5-[4-(6-bromo-1,3-benzothiazol-2-yl)phenyl]-1,3-oxazole

Refernces

• 1、 Primas, Nicolas,Bouillon, Alexandre,Lancelot, Jean-Charles,Rault, Sylvain. "Synthesis of 2-TIPS-oxazol-5-ylboronic acid pinacol ester: efficient route to 5-(het)aryloxazoles via Suzuki cross-coupling reaction". experimental part. p. 6348 - 6353. Retrieved 2009/12/04.
• 2、 Tanaka, Akira,Terasawa, Takeshi,Hagihara, Hiroyuki,Sakuma, Yuri,Ishibe, Noriko,Sawada, Masae,Takasugi, Hisashi,Tanaka, Hirokazu. "Inhibitors of acyl-coA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N- (heteroaryl-substituted benzyl)-N'-arylureas". . p. 2390 - 2410. Retrieved 2007/10/03.