3237-71-6

Basic information

• Product Name: 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl-
• Synonyms: 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl-;4-(4-Chlorobenzylidene)-2-methyl-5-oxazolone;5(4H)-Oxazolone, 4-[(4-chlorophenyl)Methylene]-2-Methyl-;4-[(4-chlorophenyl)methylidene]-2-methyl-1,3-oxazol-5-one
• CAS NO: 3237-71-6
• Molecular Formula: C₁₁H₈ClNO₂
• Molecular Weight: 221.64
• Mol File: 3237-71-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: 342-344 °C
• Boiling Point: 331.1±52.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• PKA: 0.79±0.20(Predicted)
• CAS DataBase Reference: 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl-(3237-71-6)
• EPA Substance Registry System: 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl-(3237-71-6)

Safety Data

• Hazardous Substances Data: 3237-71-6(Hazardous Substances Data)

Usage

General Description

2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl- is a chemical compound with the molecular formula C15H14ClNO2. It is a derivative of 2-oxazolidinone and contains a chlorobenzylidene group. 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl- is used as a synthetic intermediate in the production of various pharmaceuticals and organic compounds. It has potential applications in the fields of medicinal chemistry, drug discovery, and organic synthesis due to its unique chemical structure and reactivity. 2-Oxazolin-5-one, 4-(p-chlorobenzylidene)-2-methyl- has been the subject of research and development for its potential use in the synthesis of new drugs and bioactive compounds.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 64-19-7 acetic acid 
• 56-40-6 glycine 
• 543-24-8 N-acetylglycine 
• 5356-71-8 1,3-diphenyl-1H-pyrazol-5-amine 

Downstream Products

• 88681-63-4 2-acetamido-3-(4-chlorophenyl)acrylic acid 
• 74168-95-9 5-(4-chloro-benzylidene)-2-methyl-3-thiazol-2-yl-3,5-dihydro-imidazol-4-one 
• 138973-20-3 1,4-Bis(5'-(4-chlorobenzylidene)-2'-methyl-4'-imidazolinone-3'-ylamino)phthalazine 
• 140935-41-7 2-(Benzothiazol-2-ylsulfanyl)-N-{4-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-2-methyl-5-oxo-4,5-dihydro-imidazol-1-yl}-acetamide 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 93986-07-3 3-(4-chlorobenzyl)quinoxalin-2(1H)-one 
• 97048-98-1 5-[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-3-(3-hydroxy-phenyl)-2-methyl-3,5-dihydro-imidazol-4-one 
• 127273-12-5 3-(4-chlorophenyl)-2-hydroxyacrylic acid 

Relevant articles and documents

Mechanistically Guided One Pot Synthesis of Phosphine-Phosphite and Its Implication in Asymmetric Hydrogenation

Although hybrid bidentate ligands are known to yield highly enantioselective products in asymmetric hydrogenation (AH), synthesis of these ligands is an arduous process. Herein, a one pot, atom-economic synthesis of a hybrid phosphine-phosphite (L1) is reported. After understanding the reactivity difference between an O-nucleophile versus C-nucleophile, one pot synthesis of Senphos (L1) was achieved (72 %). When L1 was treated with [Rh], 31P NMR revealed bidentate coordination to Rh. Senphos, in the presence of rhodium, catalyzes the AH of Methyl-2-acetamido-3-phenylacrylate and discloses an unprecedented turn over frequency of 2289, along with excellent enantio-selectivity (92 %). The generality is demonstrated by hydrogenating an array of alkenes. The AH operates under mild conditions of 1–2 bar H2 pressure, at room temperature. The practical relevance of L1 is demonstrated by scaling-up the reaction to 1 g and by synthesizing DOPA, a drug widely employed for the treatment of Parkinson's disease. Computational insights indicate that the R isomer is preferred by 3.8 kcal/mol over the S isomer.

Synthesis and preliminary biological evaluation of antibacterial and antifungal 5-arylidene tetramic acid-cadmium(II) complexes

The synthesis and biological evaluation of 5-arylidene-N-acetyl-tetramic acids cadmium(II) complexes are reported. Eleven novel compounds were prepared, characterized by nuclear magnetic resonance experiments and screened for their antimicrobial activity

Activated carbon/Br?nsted acid-promoted aerobic benzylic oxidation under “on-water” condition: Green and efficient synthesis of 3-benzoylquinoxalinones as potent tubulin inhibitors

Green chemistry is becoming the favored approach to preparing drug molecules in pharmaceutical industry. Herein, we developed a clean and efficient method to synthesize 3-benzoylquinoxalines via activated carbon promoted aerobic benzylic oxidation under “on-water” condition. Moreover, biological studies with this class of compounds reveal an antiproliferative profile. Further structure modifications are performed and the investigations exhibited that the most active 12a could inhibit the microtubule polymerization by binding to tubulin and thus induce multipolar mitosis, G2/M phase arrest, and apoptosis of cancer cells. In addition, molecular docking studies allow the rationalization of the pharmacodynamic properties observed. Our systematic studies provide not only guidance for applications of O2/AC/H2O system, but also a new scaffold targeting tubulin for antitumor agent discovery.