Oxaflozane
- CAS NO.:26629-87-8
- Empirical Formula: C14H18F3NO
- Molecular Weight: 273.29
- EINECS: 247-855-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:36
What is Oxaflozane?
Originator
Conflictan,Sarbach,France,1982
Definition
ChEBI: Oxaflozane is a member of morpholines.
Manufacturing Process
(1) 1,2-Dibromo-2-(2-chloro)ethoxyethane: 640 g of bromine (4 mols) are added dropwise, with stirring, to 426 g (4 mols) of 2-chloroethylvinyl ether dissolved in 1,040 ml of chloroform maintained at -10°C.
When addition is ended, the solvent and then the residue are distilled in vacuum to obtain 690 g of product. Yield = 65%.
(2) 2-(3-Trifluoromethyl)-2-(2-chloro)ethoxy-1-bromoethane: (3Trifluoromethyl)phenyl magnesium bromide is prepared under the normal conditions for magnesium derivatives, from 48.6 g of magnesium turnings and 455.7 g of (3-trifluoromethyl)bromobenzeneand 1.5 liters anhydrous ether.
To the solution of the magnesium compound so obtained the following solution is added dropwise, with stirring so as to maintain a slight reflux of ether: 1,2dibromo-2-(2-chloro)-ethoxyethane: 550 g. Anhydrous ether: 300 ml.
After the addition, reflux heating is continued for two hours, cooling is carried out and there is hydrolysis by the mixture: Ice: 500 g. Concentrated HCl: 200 ml.
The organic phase is decanted, washed in NaCl saturated water and dried on anhydrous Na2SO4; the ether is distilled and the residue is rectified in vacuum to obtain 361 g of the product. Yield = 54%.
According to gas phase chromatography, the product so obtained is about 95% pure and it can be used in further reactions without a second rectification.
(3) 2-(3-Trifluoromethyl)phenyl-4-isopropyl tetrahydro-1,4-oxazine hydrochloride: The following mixture is heated in an autoclave at 100°C; 2-(3trifluoromethyl)-2-(2-chloro)-ethoxy-1-bromoethane: 33.15 g (0.1 mol); isopropylamine: 20 g (0.34 mol); toluene: 100 ml.
After filtration of the isopropylamine hydrochloride and bromohydrate, the solvent is stripped and the residue is admixed with ~ 4 N HCl and the aqueous phase is washed with ether. The aqueous phase is treated with 50% aqueous NaOH, the amine is ether-extracted and, after drying on anhydrous Na2SO4, the ether is distilled and the residue is rectified in vacuum to obtain 14 g of the product. Yield = 50%.
The hydrochloride is crystallized by adding ethyl acetate to the base and then adding the necessary amount of pure alcohol saturated in dry HCl. Melting point 164°C.
Therapeutic Function
Antidepressant
Properties of Oxaflozane
Boiling point: | bp0.005 52°; bp3 99° |
Density | 1.1358 (estimate) |
refractive index | nD24 1.4751 |
pka | 7.58±0.10(Predicted) |
Safety information for Oxaflozane
Computed Descriptors for Oxaflozane
New Products
Tubulysin I 2,2-diethoxyethanethioamide Tubulysin F CYCLOBUTYLAMINE HYDROCHLORIDE 4,4-DIFLUOROCYCLOHEXANAMINE 1-(1,1-Difluoroethyl)-2-fluorobenzene 2H-Pyran, 4-ethynyltetrahydro- 3-Aminocyclobutanone hydrochloride 2-(azetidin-3-ylidene)acetonitrile (hydrochloride) (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Imeglimin Hydrochloride IH 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Fuel shell Lubiprostone Magnesium Trisilicate Latanoprostene Bunod Flame Retardant Zinc Borate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate methyl 3-fluoro-4- thiomorpholino phenylcarbamate 1H-Imidazole-4-carbonitrile 7-Methoxyquinoline-4-carbonitrile 7-Methoxyquinoline-4-carboxylic acidRelated products of tetrahydrofuran
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