446292-04-2

Basic information

• Product Name: 4-(4-NITROPHENYL)MORPHOLIN-3-ONE
• Synonyms: 4-(4-NITROPHENYL)MORPHOLIN-3-ONE;3-Morpholinone, 4-(4-nitrophenyl)-;4-(4-Nitrophenyl)-3-Morpholinone;4-(3-Oxo-4-morpholinyl)nitrobenzene;4-(4-Nitrophenyl)-3-oxomorpholine;4-(3-Oxo-4-morpholinyl)nitrobenzene 4-(4-Nitrophenyl)-3-oxomorpholine
• CAS NO: 446292-04-2
• Molecular Formula: C₁₀H₁₀N₂O₄
• Molecular Weight: 222.2
• EINECS: 1308068-626-2
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 446292-04-2.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 516.802 °C at 760 mmHg
• Flash Point: 266.352 °C
• Appearance: /
• Density: 1.397
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -4.12±0.20(Predicted)
• CAS DataBase Reference: 4-(4-NITROPHENYL)MORPHOLIN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-NITROPHENYL)MORPHOLIN-3-ONE(446292-04-2)
• EPA Substance Registry System: 4-(4-NITROPHENYL)MORPHOLIN-3-ONE(446292-04-2)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 446292-04-2(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Different sources of media describe the Uses of 446292-04-2 differently. You can refer to the following data:
1. Reagent used in the preparation of various Morpholine based pharmaceuticals. Rivaroxaban Impurity 52.
2. 4-(4-Nitrophenyl)morpholin-3-one is a reagent used in the preparation of various Morpholine based pharmaceuticals.

InChI:InChI=1/C10H10N2O4/c13-10-7-16-6-5-11(10)8-1-3-9(4-2-8)12(14)15/h1-4H,5-7H2

Upstream product

• 57253-41-5 2,2-dichloro-1,4-dioxane 
• 57253-40-4 5-chloro-2,3-dihydro-1,4-dioxin 
• 100-01-6 4-nitro-aniline 
• 109-11-5 morpholine-3-one 
• 350-46-9 4-Fluoronitrobenzene 
• 122-98-5 2-Anilinoethanol 
• 141-43-5 ethanolamine 
• 79-04-9 chloroacetyl chloride 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 103-84-4 Acetanilid 
• 62-53-3 aniline 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 75-21-8 oxirane 

Downstream Products

• 366789-02-8 Rivaroxaban 
• 446292-10-0 4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one 
• 446292-07-5 2-((2S)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione 
• 446292-08-6 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione 
• 1252018-28-2 4-{4-[(5R)-5-(chloromethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one 
• 1349248-79-8 4-{4-[(5R)-5-(azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-morpholin-3-one 
• 1446022-14-5 butyric acid-2(R)-2-hydroxy-3-[4-(3-oxo-morpholin-4-yl)phenylamino]-propyl ester 
• 1446022-15-6 butyric acid-2-oxo-5(R)-3-[4-(3-oxomorpholin-4-yl)-phenyl]oxazolidin-5-yl-methyl ester 
• 1424942-80-2 (R)-(2-oxo-3-(4-(3-oxo-morpholino)phenyl)oxazolidin-5-yl)methyl 4-methylbenzene sulfonate 
• 1446022-16-7 (S)-4-(4-(5-(aminomethyl)-2-oxo-oxazolidin-3-yl)phenyl)morpholin-3-one formate salt 
• 1446022-18-9 (S)-4-(4-(5-(aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one L-(+)-mandelate 
• 438056-69-0 4-(4-aminophenyl)morpholin-3-one 
• 1252018-10-2 4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)amino)phenyl]morpholin-3-one 
• 482306-32-1 5-chloro-N-({(5)-2-oxo-3-[4-(3-oxo-4-morpholinyl)-phenyl]-1,3-oxazolidin-5-yl}-methyl)-2-thiophenecarboxamide 

Relevant articles and documents

Synthesis method of 4-(4-aminophenyl)-3-morpholone

The invention provides a synthesis method of 4-(4-aminophenyl)-3-morpholone. The method comprises the following steps: condensing p-halonitrobenzene and morpholine which are used as starting materials to generate 4-(4-nitrophenyl) morpholine, oxidizing 4-(4-nitrophenyl) morpholine by taking a halite or chlorine dioxide as an oxidizing agent and controlling the pH value of a reaction system to be less than 7 to generate 4-(4-nitrophenyl)-3-morpholone, and finally reducing to generate the target product 4-(4-aminophenyl)-3-morpholone. The synthesis method of 4-(4-aminophenyl)-3-morpholinone provided by the invention has the advantages of greenness, high efficiency, easiness in industrial application and the like.

Activated charcoal supported copper nanoparticles: A readily available and inexpensive heterogeneous catalyst for the N-arylation of primary amides and lactams with aryl iodides

A novel heterogeneous copper catalyst has been developed by supporting copper nanoparticles on activated charcoal via in situ reducing copper(II) with aqueous hydrazine as reductant. The characterization of Cu/C catalyst showed that the Cu0 nano-particles were formed on the surface of charcoal. This catalyst displayed good catalytic activities toward the N-arylation of primary amides and lactams with aryl iodides.

PROCESS FOR THE PREPARATION OF 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE

The field of this invention relates to a novel process, suitable for industrial scale manufacture, for the preparation of 4-(4-aminophenyl)morpholin-3-one of Formula (I), the key intermediate of rivaroxaban according to the scheme. In the process 2-(2-chloroethoxy)ethanol of Formula (XI) is oxidized to 2-(2-chloroethoxy)- acetic acid with aqueous sodium- or calcium-hypochlorite and a catalyst. The 2-(2~ chloroethoxy)acetic acid of Formula (X) is reacted with 4-nitro-aniline of Formula (VII) with phenylboronic acid catalyst. Then the 2-(2-chloroetoxy)-N-(4-nitrophenyl)acetamide of Formula (IX) is transformed to 4-(4-nitrophenyl)morpholin-3-one of Formula (IV) in a ?one- pot" procedure. The 4-(4-nitrophenyl)morpholin-3-one of Formula (IV) is hydrogenated to get 4-(4-aminophenyl)morpholin-3-one of Formula (I).