Basic information Safety Supplier Related

Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

Basic information Safety Supplier Related

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
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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)
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Safety Information

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2934999090
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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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