5397-76-2

Basic information

• Product Name: MORPHOLINO(4-NITROPHENYL)METHANONE
• Synonyms: MORPHOLINO(4-NITROPHENYL)METHANONE;TIMTEC-BB SBB000747;BUTTPARK 18\02-55;morpholin-4-yl-(4-nitrophenyl)methanone;4-(4-Nitrobenzoyl)morpholine;4-Nitrobenzoic acid, morpholide;Morpholine, 4-p-nitrobenzoyl-
• CAS NO: 5397-76-2
• Molecular Formula: C₁₁H₁₂N₂O₄
• Molecular Weight: 236.22
• Mol File: 5397-76-2.mol
• Article Data: 81

Chemical Properties

• Melting Point: 100-103°C
• Boiling Point: 443.6°C at 760 mmHg
• Flash Point: 222.1°C
• Appearance: /
• Density: 1.331g/cm³
• Vapor Pressure: 4.59E-08mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: MORPHOLINO(4-NITROPHENYL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: MORPHOLINO(4-NITROPHENYL)METHANONE(5397-76-2)
• EPA Substance Registry System: MORPHOLINO(4-NITROPHENYL)METHANONE(5397-76-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5397-76-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 1669, 1987 DOI: 10.1016/S0040-4039(00)95389-9

InChI:InChI=1/C11H12N2O4/c14-11(12-5-7-17-8-6-12)9-1-3-10(4-2-9)13(15)16/h1-4H,5-8H2

Upstream product

• 68048-41-9 tert-Butyl thionitrate 
• 50903-04-3 4-(p-nitrothiobenzoyl)morpholine 
• 110-91-8 morpholine 
• 403-50-9 p-nitrobenzoyl fluoride 
• 7622-07-3 2,4-dinitrophenyl p-nitrobenzoate 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 69737-96-8 S-(p-nitrophenyl) p-nitrothiobenzoate 
• 110-89-4 piperidine 
• 62-23-7 4-nitro-benzoic acid 
• 10364-96-2 N-(4-nitrobenzoyl)imidazole 
• 619-73-8 4-nitrobenzyl chloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 5366-37-0 4-nitrobenzoic acid 2-pyridinyl ester 
• 636-98-6 p-nitrobenzene iodide 

Downstream Products

• 63833-47-6 (4-nitrophenyl)(1H-pyrrole-2-yl)methanone 
• 79109-29-8 (4-Nitro-phenyl)-(1H-pyrrol-2-yl)-methanol 
• 51207-86-4 (4-amino-phenyl)-morpholin-4-yl-methanone 
• 1417547-09-1 2,6-difluoro-N-(4-(morpholine-4-carbonyl)phenylcarbamoyl)benzamide 
• 1622173-22-1 (4-((6-(1-(4-(tert-butyl)benzoyl)-1H-indol-4-yl)imidazo[1,2-a]pyrazin-8-yl)amino)phenyl)(morpholino)methanone 
• 1622173-21-0 5-(1-acetylindolin-5-yl)-1-methyl-3-((4-(morpholine-4-carbonyl)phenyl)amino)pyrazin-2(1H)-one 
• 1622173-11-8 N-(3,4-dimethylphenyl)-4-(4-methyl-6-((4-(morpholine-4-carbonyl)phenyl)amino)-5-oxo-4,5-dihydropyrazin-2-yl)indoline-1-carboxamide 
• 1622172-99-9 5-(1-(3,4-dimethoxybenzoyl)indolin-4-yl)-1-methyl-3-((4-(morpholine-4-carbonyl)phenyl)amino)pyrazin-2(1H)-one 
• 1622172-89-7 5-(1-(2,4-dimethoxybenzoyl)-1H-indol-4-yl)-1-methyl-3-((4-(morpholine-4-carbonyl)phenyl)amino)pyrazin-2(1H)-one 
• 1622173-57-2 (4-((6-(indolin-5-yl)imidazo[1,2-a]pyrazin-8-yl)amino)phenyl)(morpholino)methanone 
• 886854-84-8 [4-(6-bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-morpholin-4-yl-methanone 
• 1622173-55-0 (4-((6-(1H-indol-4-yl)imidazo[1,2-a]pyrazin-8-yl)amino)phenyl)(morpholino)methanone 
• 1262544-91-1 5-bromo-1-methyl-3-((4-(morpholine-4-carbonyl) phenyl)amino)pyrazin-2(1H)-one 
• 1622173-54-9 5-(indolin-4-yl)-1-methyl-3-((4-(morpholine-4-carbonyl)phenyl)amino)pyrazin-2(1H)-one 

Relevant articles and documents

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Solar and visible-light active nano Ni/g-C3N4photocatalyst for carbon monoxide (CO) and ligand-free carbonylation reactions

In this study, we investigate the amino and alkoxycarbonylation reaction between various substituted aryl halides, benzyl iodides, and iodocyclohexane with different types of amines and alcohols in the absence of carbon monoxide gas and ligands. Similar reactions are carried out at high temperatures, in the presence of appropriate ligands, stoichiometric amounts of bases, and gaseous carbon monoxide, which endanger the health of organic chemists. We present a novel method that does not utilize ligands, bases, gaseous CO, and special conditions. This procedure is a redox reaction carried out by new economic nano Ni/g-C3N4at room temperature and under visible light. Mo(CO)6was used toin situgenerate CO, to resolve the problems caused by the use of CO gas. This protocol has the ability to be used on a gram scale by using a continuous flow reactor.

Photocatalytic aldehydes/alcohols/toluenes oxidative amidation over bifunctional Pd/MOFs: Effect of Fe-O clusters and Lewis acid sites

Heterogeneous photocatalytic organic synthesis is fascinating because of the utilization of ubiquitous solar light for chemical transformations. Here, three Fe-MOFs with different Fe-O clusters, Lewis acid sites and morphologies were synthesized through coordination structure engineering. Pd/Fe-MOFs nanocomposites were used to challenge the amide bond green synthesis with visible light. Pd/MIL-101(Fe) exhibited the best photocatalytic performance due to the easily excited Fe3-μ3-oxo clusters for light absorption, the efficient photogenerated carriers separation and migration, the large amount of Lewis acid sites based aldehydes and amines condensation promotion and the efficient O2 reduction to superoxide radicals over photogenerated electron-rich Pd NPs. Various aldehydes, alcohols and toluenes could be transformed to amide compounds with amines over Pd/MIL-101(Fe) with just oxygen or air as the green oxidant and water as the by-product. One-pot C–C cross-coupling and photo-redox C–N coupling cascade reactions could also be achieved over Pd/MIL-101(Fe). This work shed light on the efficient and sustainable amide bonds synthesis.