(4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

Base Information

• Chemical Name: (4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one
• CAS No.: 57427-81-3
• Molecular Formula: C₁₆H₉Cl₂NO₂
• Molecular Weight: 318.159
• NSC Number: 123230
• DSSTox Substance ID: DTXSID201176252
• Mol file: 57427-81-3.mol

Synonyms:(4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one;NSC123230;57427-81-3;59698-66-7;NSC 123230;(4Z)-4-[(2,4-dichlorophenyl)methylidene]-2-phenyl-4,5-dihydro-1,3-oxazol-5-one;HMS561N15;DTXSID201176252;AKOS000605978;MS-3714;NSC-123230;SR-01000417458;SR-01000417458-1;(4z)-4-(2,4-dichlorobenzylidene)-2-phenyloxazol-5(4h)-one;(4Z)-4-[(2,4-Dichlorophenyl)methylene]-2-phenyl-5(4H)-oxazolone;(4Z)-4-[(2,4-dichlorophenyl)methylene]-2-phenyl-oxazol-5-one

Chemical Property of (4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 317.0010339
• Heavy Atom Count: 21
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=CC3=C(C=C(C=C3)Cl)Cl)C(=O)O2
• Isomeric SMILES: C1=CC=C(C=C1)C2=N/C(=C\C3=C(C=C(C=C3)Cl)Cl)/C(=O)O2

Technology Process of (4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one

There total 5 articles about (4Z)-4-(2,4-Dichlorobenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one 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: 96.0%

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → 4-(2,4-dichloro-benzylidene)-2-phenyl-4H-oxazol-5-one (57427-81-3,57427-97-1,59698-66-7)

Guidance literature:

With samarium; acetic anhydride; for 0.133333h; Microwave irradiation;

DOI:10.3390/molecules13123246

Reference yield: 91.0%

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) + (2,4-dichlorophenyl)methanol (1777-82-8) → 4-(2,4-dichloro-benzylidene)-2-phenyl-4H-oxazol-5-one (57427-81-3,57427-97-1,59698-66-7)

Guidance literature:

(2,4-dichlorophenyl)methanol; With di[1,6-bis(3-methylimidazolium-1-yl)hexane]decatungstate; 1-butyl-3-methylimidazolium nitrate; at 80 ℃;

Hippuric Acid; With acetic anhydride; at 80 ℃;

DOI:10.1007/s00706-011-0533-3

Reference yield:

benzoyl chloride (98-88-4) → 4-(2,4-dichloro-benzylidene)-2-phenyl-4H-oxazol-5-one (57427-81-3,57427-97-1,59698-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide

1.2: Cooling with ice

2.1: potassium acetate; acetic anhydride / Heating

With potassium acetate; acetic anhydride; sodium hydroxide;

DOI:10.1016/j.bmc.2012.02.037

upstream raw materials:

Hippuric Acid

2,4-dichlorobenzaldeyhde

(2,4-dichlorophenyl)methanol

benzoyl chloride

Downstream raw materials:

4-{4-[1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-N-pyrimidin-2-yl-benzenesulfonamide

4-(2,4-dichlorobenzylidene)-2-phenyl-1H-imidazol-5(4H)-one

C₂₄H₁₇Cl₂N₃O₂S

C₂₉H₂₀Cl₂N₂O₂