Introduction：Basic information about 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE CAS 438056-69-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Basic information
| Product Name: | 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE |
| Synonyms: | Rivaroxaban Intermediate 1;Rivaroxaban InterMediate;4-(4-aMinophenyl) Morpholinone;3-Morpholinone, 4-(4-aminophenyl)-;4-(4-Aminophenyl)morpholin-3-one ,97%;4-(4-AMinophenyl)-3-Morpholinone;4-(3-Oxo-4-Morpholinyl)aniline;4-(3-Oxo-4-Morpholinyl)aniline-d4 |
| CAS: | 438056-69-0 |
| MF: | C10H12N2O2 |
| MW: | 192.21 |
| EINECS: | 610-147-8 |
| Product Categories: | Amines and Anilines;Heterocycles;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Intermediates;Intermediate of Rivaroxaban |
| Mol File: | 438056-69-0.mol |
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4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Chemical Properties
| 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) |
| pka | 4.85±0.10(Predicted) |
| form | Solid |
| 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 |
Safety Information
| Safety Statements | 24/25 |
| WGK Germany | WGK 3 |
| HazardClass | IRRITANT |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Chronic 3 |
4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Usage And Synthesis
| Chemical Properties | 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE is Off-White Solid |
| Uses | 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE is used in the preparation of various Morpholine based pharmaceuticals. |
| Uses | Rivaroxaban intermediate |
| Flammability and Explosibility | Non flammable |
| 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.
[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.
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4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Preparation Products And Raw materials
| 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 |
