Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate
Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate Basic information
- Product Name:
- Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate
- Synonyms:
-
- Methyl 3,4-dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylate
- Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate
- Methyl-3-Oxo-3,4-Dihydro-2H-1,
- Methyl 3,4-dihydro-3-oxo-2H-1,4-benzothiazine-6-carboxylate
- methyl 3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxylate
- 2-Methyl-3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate
- Methyl 3-Oxo-2H-1,4-benzothiazine-6-carboxylate
- 3-keto-4H-1,4-benzothiazine-6-carboxylic acid methyl ester
- CAS:
- 188614-01-9
- MF:
- C10H9NO3S
- MW:
- 223.25
- Product Categories:
-
- Fused Ring Systems
- Heterocycle intermediates
- Esters
- API intermediates
- Mol File:
- 188614-01-9.mol
Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate Chemical Properties
- Melting point:
- 180-182°
- Boiling point:
- 435.7±45.0 °C(Predicted)
- Density
- 1.343±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- Solid
- pka
- 12.34±0.20(Predicted)
- Appearance
- White to off-white Solid
- CAS DataBase Reference
- 188614-01-9(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- HazardClass
- IRRITANT
- HS Code
- 2934999090
Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate Usage And Synthesis
Synthesis
2365-48-2
412947-54-7
188614-01-9
GENERAL METHOD: A suspension of methyl 3-iodo-4-aminobenzoate (1 mmol), methyl thioglycolate (1.5 eq.), cuprous(I) iodide (0.05 mmol), trans-N,N'-dimethylcyclohexane-1,2-diamine (0.1 mmol), and cesium carbonate (2 eq.) in anhydrous 1,4-dioxane (4 mL) was added to a vial. Nitrogen was passed into the suspension to degas it for 3 min under stirring. Subsequently, the vial was sealed. The reaction mixture was heated at 100 °C (oil bath temperature) for 15 hours. After completion of the reaction, it was cooled to room temperature and filtered. The filtrates were combined and concentrated using a rotary evaporator and the resulting residue was purified by silica gel column chromatography (eluent: 5% dichloromethane solution in methanol) to afford the target product, methyl 3-carbonyl-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, as a beige solid.
References
[1] Tetrahedron Letters, 2013, vol. 54, # 38, p. 5214 - 5216
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