ChemicalBook--->CAS DataBase List--->438056-69-0

438056-69-0

438056-69-0 Structure

438056-69-0 Structure
IdentificationBack Directory
[Name]

4-(4-AMINOPHENYL)MORPHOLIN-3-ONE
[CAS]

438056-69-0
[Synonyms]

Rivaroxaban Impurity 37
Rivaroxaban InterMediate
Rivaroxaban Intermediate 1
4-(4-aMinophenyl) Morpholinone
4-(3-Oxo-4-Morpholinyl)aniline
4-(4-AMinophenyl)Morpholin-3-1
4-(-4-amino phenyl0-3-Morpholine
4-(4-AMinophenyl)-3-Morpholinone
4-(4-AMINOPHENYL)MORPHOLIN-3-ONE
4-(3-Oxo-4-Morpholinyl)aniline-d4
4-(4-AMinophlenyl)Morpholin-3-one
3-Morpholinone, 4-(4-aminophenyl)-
4-(4-Aminophenyl)morpholin-3-one ,97%
4-(4-aMinophenyl)Morpholine-3- ketone
4-(4-AMinophenyl)Morpholin-3-one(For Rivaroxaban)
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C10H12N2O2
[MDL Number]

MFCD08236742
[MOL File]

438056-69-0.mol
[Molecular Weight]

192.21
Chemical PropertiesBack Directory
[Melting point ]

171.0 to 175.0 °C
[Boiling point ]

502.3±45.0 °C(Predicted)
[density ]

1.268
[vapor pressure ]

0Pa at 25℃
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[pka]

4.85±0.10(Predicted)
[color ]

White to Light Brown
[Water Solubility ]

16.6g/L at 20℃
[Major Application]

pharmaceutical
[InChI]

InChI=1S/C10H12N2O2/c11-8-1-3-9(4-2-8)12-5-6-14-7-10(12)13/h1-4H,5-7,11H2
[InChIKey]

MHCRLDZZHOVFEE-UHFFFAOYSA-N
[SMILES]

N1(C2=CC=C(N)C=C2)CCOCC1=O
[LogP]

-0.8 at 25℃
[CAS DataBase Reference]

438056-69-0
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

Reagent used in the preparation of various Morpholine based pharmaceuticals.
[Uses]

Rivaroxaban intermediate
[Flammability and Explosibility]

Nonflammable
[Synthesis]

2-anilinoethanol (11) was condensed with ethyl chloroacetate in the presence of potassium tert-butoxide in tetrahydrofuran to afford the required phenylmorpholinone (12). Nitration of the intermediate morpholinone (12) in a solution of concentrated sulphuric acid with nitric acid below room temperature provided after recrystallization the para-product (13) in > 99.5% HPLC purity. The mother liquor was enriched predominantly with unwanted ortho - and meta-isomers together with depleted para-product. By subsequent hydrogenation of the nitro group in 13 with palladium on charcoal in methanol the 4-(4-Aminophenyl)morpholin-3-one (14) was obtained.
synthesis of 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE
[1] W. MEDERSKI   Markus W  P Wendel. Practical and efficient processes for the preparation of 4-(4-aminophenyl)morpholin-3-ones on a larger scale: precursor of factor Xa inhibitors[J]. Heterocycles, 2007, 74 1: 437-445. DOI:10.3987/COM-07-S(W)22.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Safety Statements ]

24/25
[WGK Germany ]

WGK 3
[REACH Registrations]

Inactive
[HazardClass ]

IRRITANT
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sulfuric acid-->Dichloromethane-->Thionyl chloride-->Toluene-->Potassium carbonate-->Triethylamine-->Acetone-->Palladium-->Acetonitrile-->Sodium hydride-->1,4-Dioxane-->Chromium(VI) oxide-->4-Nitroaniline-->Ethyl chloroacetate-->Monoethanolamine-->Stannous chloride-->Benzyltriethylammonium chloride-->4-Fluoronitrobenzene-->2-(2-Chloroethoxy)ethanol
Spectrum DetailBack Directory
[Spectrum Detail]

4-(4-AMINOPHENYL)MORPHOLIN-3-ONE(438056-69-0)1HNMR
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