Basic information Safety Supplier Related

3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid

Basic information Safety Supplier Related

3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid Basic information

Product Name:
3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid
Synonyms:
  • 6-Carboxy-3,4-dihydro-3-oxo-2H-1,4-benzothiazine
  • AN-829/25059005
  • BAS 13090967
  • CBDivE_002679
  • MLS000716814
  • Oprea1_286767
  • SBB007498
  • SMR000278331
CAS:
272437-84-0
MF:
C9H7NO3S
MW:
209.22
Mol File:
272437-84-0.mol
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3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid Chemical Properties

Boiling point:
483.9±45.0 °C(Predicted)
Density 
1.485±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
3.82±0.20(Predicted)
Appearance
White to yellow Solid
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Safety Information

HazardClass 
IRRITANT
HS Code 
2934999090
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3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid Usage And Synthesis

Synthesis

204863-53-6

272437-84-0

The general procedure for the synthesis of 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid from ethyl 3-oxo-4H-1,4-benzothiazine-6-carboxylate was as follows: to a solution of tetrahydrofuran (THF, 30 mL) of ethyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate (5.1 g, 21 mmol), 1 N aqueous sodium hydroxide solution (100 mL). The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction solution was acidified with 1 N hydrochloric acid and subsequently extracted with ethyl acetate. The organic phases were combined, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was recrystallized with diisopropyl ether to give the title compound as white crystals (3.65 g, 83% yield).1H NMR (300 MHz, DMSO-d6) δ: 3.26 (br, 1H), 3.48 (s, 2H), 7.34-7.51 (m, 3H), 10.69 (br, 1H).

References

[1] Patent: WO2004/46107, 2004, A1. Location in patent: Page 213

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