No renderable structure data available
C1CNC(=O)OC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1,3-oxazinan-2-one |
|---|---|
| IUPAC Name | — |
| CAS Number | 5259-97-2 |
| Database ID | 641496 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1,3-oxazinan-2-one (CAS 5259-97-2) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 641496
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ccaf080df8194098928ded5671454b3dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fe0fc7352c2a4d6db4cb0eafd36ef3e9Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ccaf080df8194098928ded5671454b3dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ccaf080df8194098928ded5671454b3dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.20 g (2.0 mmol) of 1,3-oxazinan-2-one from step A above in 2 mL of anhydrous DMF was added to a 10 mL round bottom flask containing 0.13 g (3.2 mmol) of a 60% sodium hydride suspension in mineral oil under an atmosphere of nitrogen. After stirring for 10 min 0.37 g (2.4 mmol) of methyl bromoacetate was added in one portion and the reaction mixture was allowed to stir overnight. The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution and then diluted with 20 mL of water. The resulting suspension was extracted with ethyl acetate (3×10 mL) and the combined organics were washed with water (2×3 mL), brine (1×3 mL) and dried over magnesium sulfate. The mixture was filtered, evaporated and purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture to afford the title compound as a clear oil (0.068 g, 20%). 1HNMR (500 MHz, CDCl3) δ: 4.28 (t, J=5.4 Hz, 2H), 4.03 (s, 2H), 3.70 (s, 3H), 3.36 (t, J=6.2 Hz, 2H), 2.08-2.04 (m, 2H). LC-MS: m/z (ES) 174 (MH)+. was added in one portion The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution diluted with 20 mL of water The resulting suspension was extracted with ethyl acetate (3×10 mL) the combined organics were washed with water (2×3 mL), brine (1×3 mL) dried over magnesium sulfate The mixture was filtered evaporated purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture
Source ID: ord-fb65c6b81c1f4eb5910f26bd5707c694Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.20 g (2.0 mmol) of 1,3-oxazinan-2-one from step A above in 2 mL of anhydrous DMF was added to a 10 mL round bottom flask containing 0.13 g (3.2 mmol) of a 60% sodium hydride suspension in mineral oil under an atmosphere of nitrogen. After stirring for 10 min 0.37 g (2.4 mmol) of methyl bromoacetate was added in one portion and the reaction mixture was allowed to stir overnight. The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution and then diluted with 20 mL of water. The resulting suspension was extracted with ethyl acetate (3×10 mL) and the combined organics were washed with water (2×3 mL), brine (1×3 mL) and dried over magnesium sulfate. The mixture was filtered, evaporated and purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture to afford the title compound as a clear oil (0.068 g, 20%). 1HNMR (500 MHz, CDCl3) δ: 4.28 (t, J=5.4 Hz, 2H), 4.03 (s, 2H), 3.70 (s, 3H), 3.36 (t, J=6.2 Hz, 2H), 2.08-2.04 (m, 2H). LC-MS: m/z (ES) 174 (MH)+. was added in one portion The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution diluted with 20 mL of water The resulting suspension was extracted with ethyl acetate (3×10 mL) the combined organics were washed with water (2×3 mL), brine (1×3 mL) dried over magnesium sulfate The mixture was filtered evaporated purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture
Source ID: ord-fb65c6b81c1f4eb5910f26bd5707c694Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound, light brown solid, MS: m/e=293.1 (M+H+), can be prepared in accordance with the general method of example 31, step 2 from (5-phenylethynyl-pyridin-2-yl)-methanol (example 31, step 1) and 1,3-oxazinan-2-one.
Source ID: ord-ea490f3249054078896ff62df9a99933Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.20 g (2.0 mmol) of 1,3-oxazinan-2-one from step A above in 2 mL of anhydrous DMF was added to a 10 mL round bottom flask containing 0.13 g (3.2 mmol) of a 60% sodium hydride suspension in mineral oil under an atmosphere of nitrogen. After stirring for 10 min 0.37 g (2.4 mmol) of methyl bromoacetate was added in one portion and the reaction mixture was allowed to stir overnight. The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution and then diluted with 20 mL of water. The resulting suspension was extracted with ethyl acetate (3×10 mL) and the combined organics were washed with water (2×3 mL), brine (1×3 mL) and dried over magnesium sulfate. The mixture was filtered, evaporated and purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture to afford the title compound as a clear oil (0.068 g, 20%). 1HNMR (500 MHz, CDCl3) δ: 4.28 (t, J=5.4 Hz, 2H), 4.03 (s, 2H), 3.70 (s, 3H), 3.36 (t, J=6.2 Hz, 2H), 2.08-2.04 (m, 2H). LC-MS: m/z (ES) 174 (MH)+. was added in one portion The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution diluted with 20 mL of water The resulting suspension was extracted with ethyl acetate (3×10 mL) the combined organics were washed with water (2×3 mL), brine (1×3 mL) dried over magnesium sulfate The mixture was filtered evaporated purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture
Source ID: ord-e8c77d029d0e45588d35232ea31f8866Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.20 g (2.0 mmol) of 1,3-oxazinan-2-one from step A above in 2 mL of anhydrous DMF was added to a 10 mL round bottom flask containing 0.13 g (3.2 mmol) of a 60% sodium hydride suspension in mineral oil under an atmosphere of nitrogen. After stirring for 10 min 0.37 g (2.4 mmol) of methyl bromoacetate was added in one portion and the reaction mixture was allowed to stir overnight. The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution and then diluted with 20 mL of water. The resulting suspension was extracted with ethyl acetate (3×10 mL) and the combined organics were washed with water (2×3 mL), brine (1×3 mL) and dried over magnesium sulfate. The mixture was filtered, evaporated and purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture to afford the title compound as a clear oil (0.068 g, 20%). 1HNMR (500 MHz, CDCl3) δ: 4.28 (t, J=5.4 Hz, 2H), 4.03 (s, 2H), 3.70 (s, 3H), 3.36 (t, J=6.2 Hz, 2H), 2.08-2.04 (m, 2H). LC-MS: m/z (ES) 174 (MH)+. was added in one portion The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution diluted with 20 mL of water The resulting suspension was extracted with ethyl acetate (3×10 mL) the combined organics were washed with water (2×3 mL), brine (1×3 mL) dried over magnesium sulfate The mixture was filtered evaporated purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture
Source ID: ord-e8c77d029d0e45588d35232ea31f8866Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 0.20 g (2.0 mmol) of 1,3-oxazinan-2-one from step A above in 2 mL of anhydrous DMF was added to a 10 mL round bottom flask containing 0.13 g (3.2 mmol) of a 60% sodium hydride suspension in mineral oil under an atmosphere of nitrogen. After stirring for 10 min 0.37 g (2.4 mmol) of methyl bromoacetate was added in one portion and the reaction mixture was allowed to stir overnight. The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution and then diluted with 20 mL of water. The resulting suspension was extracted with ethyl acetate (3×10 mL) and the combined organics were washed with water (2×3 mL), brine (1×3 mL) and dried over magnesium sulfate. The mixture was filtered, evaporated and purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture to afford the title compound as a clear oil (0.068 g, 20%). 1HNMR (500 MHz, CDCl3) δ: 4.28 (t, J=5.4 Hz, 2H), 4.03 (s, 2H), 3.70 (s, 3H), 3.36 (t, J=6.2 Hz, 2H), 2.08-2.04 (m, 2H). LC-MS: m/z (ES) 174 (MH)+. was added in one portion The reaction mixture was then quenched with 5 mL of a saturated aqueous ammonium chloride solution diluted with 20 mL of water The resulting suspension was extracted with ethyl acetate (3×10 mL) the combined organics were washed with water (2×3 mL), brine (1×3 mL) dried over magnesium sulfate The mixture was filtered evaporated purified by silica gel chromatography eluting with a 5% methanol in ethyl acetate mixture
Source ID: ord-fb65c6b81c1f4eb5910f26bd5707c694Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fe0fc7352c2a4d6db4cb0eafd36ef3e9Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: This compound was prepared following the procedure of Example 1 wherein tetrahydro-2H-1,3-oxazin-2-one was used in place of 2-oxazolidone and octanoyl chloride was used in the place of lauroyl chloride. This compound was prepared
Source ID: ord-a35bcfba4743460080f00671a8e9da6cPubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.