Identification | Back Directory | [Name]
3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid | [CAS]
272437-84-0 | [Synonyms]
SBB007498 SMR000278331 MLS000716814 BAS 13090967 CBDivE_002679 Oprea1_286767 AN-829/25059005 3-oxo-4H-1,4-benzothiazine-6-carboxylic acid 3-keto-4H-1,4-benzothiazine-6-carboxylic acid 6-Carboxy-3,4-dihydro-3-oxo-2H-1,4-benzothiazine 3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid 3,4-Di hydro-3-oxo-2h-benzo[1,4]thiazin-6-carboxylic acid 2H-1,4-Benzothiazine-6-carboxylic acid, 3,4-dihydro-3-oxo- 3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxylic acid JR-8616, 3,4-Dihydro-3-oxo-2H-benzo[b][1,4]thiazine-6-carboxylic acid, 97% | [Molecular Formula]
C9H7NO3S | [MDL Number]
MFCD00456558 | [MOL File]
272437-84-0.mol | [Molecular Weight]
209.22 |
Chemical Properties | Back Directory | [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 |
Hazard Information | Back Directory | [Synthesis]
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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