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| | 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Basic information |
| | 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 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 |
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