874340-08-6

Basic information

• Product Name: N-(3-PhthaliMido-2-(R)-hydroxypropyl)-3-fluoro-4-(Morpholinyl)aniline
• Synonyms: N-(3-PhthaliMido-2-(R)-hydroxypropyl)-3-fluoro-4-(Morpholinyl)aniline;2-[(2R)-3-[[3-Fluoro-4-(4-Morpholinyl)phenyl]aMino]-2-hydroxypropyl]-1H-isoindole-1,3(2H)-dione;2-[(2R)-3-[[3-Fluoro-4-(4-morpholinyl)phenyl]amino]-2-hydroxypropyl]-1,3-isoindolinedione;Linezolid DesacetaMide Descarbonyl PhthaliMide;(R)-2-(3-((3-Fluoro-4-morpholinophenyl)amino)-2-hydroxypropyl)isoindoline-1,3-dione
• CAS NO: 874340-08-6
• Molecular Formula: C₂₁H₂₂FN₃O₄
• Molecular Weight: 399.4154832
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 874340-08-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.397
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Methanol
• CAS DataBase Reference: N-(3-PhthaliMido-2-(R)-hydroxypropyl)-3-fluoro-4-(Morpholinyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-PhthaliMido-2-(R)-hydroxypropyl)-3-fluoro-4-(Morpholinyl)aniline(874340-08-6)
• EPA Substance Registry System: N-(3-PhthaliMido-2-(R)-hydroxypropyl)-3-fluoro-4-(Morpholinyl)aniline(874340-08-6)

Safety Data

• Hazardous Substances Data: 874340-08-6(Hazardous Substances Data)

Usage

Uses

Linezolid (L466500) intermediate. Linezolid is a prototype of the oxazolidinone antimicrobials; inhibits bacterial mRNA translation.

Upstream product

• 868405-66-7 N-[3-chloro-2-(R)-hydroxypropyl]-3-fluoro-4-(morpholin-4-yl)aniline 
• 1074-82-4 potassium phtalimide 
• 93246-53-8 3-fluoro-4-(morpholinyl)aniline 
• 161596-47-0 (S)-N-glycidylphthalimide 
• 148857-42-5 2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione 

Downstream Products

• 1532560-87-4 (S)-N-(3-amino-2-hydroxypropyl)-3-fluoro-4-morpholinoaniline 
• 168828-90-8 (S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine 
• 168828-89-5 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione 
• 1390617-32-9 (S)-N-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-3,4-dimethoxybenzamide 
• 1390617-37-4 5-(aminosulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxy benzamide 
• 1390617-35-2 4-amino-5-(ethylsulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxybenzamide 
• 1390617-34-1 (S)-N-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]benzamide 

Relevant articles and documents

Preparation method of linezolid intermediate

The invention discloses a preparation method of a linezolid intermediate. The preparation method comprises the following steps: by taking 3-fluoro-4- (4-morpholinyl) -aniline and 2- ((S) -3-chloro-2-hydroxypropyl) isoindoline-1, 3-diketone as main raw materials, carrying out substitution reaction in an amide dipole solvent at the temperature of 90-150 DEG C to obtain N- (3-phthalimido-2- (S) -hydroxypropyl) -3-fluoro-4- (morpholinyl) aniline which is an important intermediate for synthesizing the antibiotic linezolid. The preparation steps of the intermediate are simple, dangerous reagents such as butyl lithium, sodium azide, chloroformate and methylsulfonyl chloride which are inflammable, explosive and highly toxic in the conventional process are not used in the preparation process, and the safety is high; the main raw materials of 3-fluoro-4- (4-morpholinyl) -aniline and 2- ((S) -3-chloro-2-hydroxypropyl) isoindoline-1, 3-diketone are stable in source and low in cost, the used amidedipole solvent is easy to recycle, and the pollution to the environment can be reduced.

Synthesis of antibiotic linezolid analogues

Several new compounds of oxazolidinone class were designed, synthesized and their analogs were evaluated for antibacterial activity against Staphylococcus aureus, Staphylococcus citreus, Proteus vulgaris, Salmonella typhimurium and Klabsiella phenumoniae. The structures of all the compounds were confirmed by IR, 1H NMR, 13C NMR and mass spectral data.