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CAS No.: | 24683-26-9 |
---|---|
Name: | Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C12H13 N O5 S |
Molecular Weight: | 283.305 |
Synonyms: | 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylicacid ethyl ester 1,1-dioxide; Ethyl4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide |
EINECS: | 246-403-7 |
Density: | 1.444g/cm3 |
Melting Point: | 140-144 ºC |
Boiling Point: | 424.1°Cat760mmHg |
Flash Point: | 210.3°C |
Appearance: | White to Off-White Solid |
Hazard Symbols: | |
Risk Codes: | R23 |
Safety: | Low toxicity by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx and SOx. |
Transport Information: | UN 2811 |
PSA: | 92.29000 |
LogP: | 2.12910 |
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
dimethyl sulfate
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With hydrogenchloride In water at 10℃; for 18h; pH=7.5; | 78.9% |
2-(Ethoxycarbonylmethyl-methyl-sulfamoyl)-benzoic acid ethyl ester
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 5.5h; | 76% |
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
methyl iodide
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 18h; | 72% |
With sodium methylate In N,N-dimethyl-formamide | |
With sodium hydroxide In ethanol; water at 20℃; for 24h; |
ethyl 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl) acetate
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / EtONa / ethanol / 1 h / 55 °C 2: 72 percent / aq. NaOH / ethanol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1) NaOEt / 1) room temperature, 7-10 min.; 2) room temperature, 2 h 2: 76 percent / lithium diisopropylamide / tetrahydrofuran / 5.5 h / -78 °C View Scheme | |
Multi-step reaction with 2 steps 1: NaOEt / ethanol 2: NaOMe / dimethylformamide View Scheme | |
Multi-step reaction with 2 steps 1: sodium methylate / dimethyl sulfoxide / 1 h / 30 °C 2: sodium hydroxide / water; ethanol / 24 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium / ethanol / 0.5 h / 70 °C / pH 8 - 9 2: hydrogenchloride / water / 18 h / 10 °C / pH 7.5 View Scheme |
saccharin sodium salt
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 72 percent / dimethylformamide / 3 h / 100 °C 2: 68 percent / EtONa / ethanol / 1 h / 55 °C 3: 72 percent / aq. NaOH / ethanol / 18 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 3 h / 75 °C 2: hydrogenchloride; sodium / ethanol / 0.5 h / 70 °C / pH 8 - 9 3: hydrogenchloride / water / 18 h / 10 °C / pH 7.5 View Scheme |
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Stage #1: 4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide With sodium hydroxide In ethanol; water Stage #2: methyl halide In ethanol; water at 20℃; for 12h; |
saccharin
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydride / N,N-dimethyl-formamide / 3.5 h / 80 °C / Cooling with ice 2: sodium methylate / dimethyl sulfoxide / 1 h / 30 °C 3: sodium hydroxide / water; ethanol / 24 h / 20 °C View Scheme |
5-methyl-2-thiazol-2-amine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
meloxicam
Conditions | Yield |
---|---|
In o-xylene for 24h; Product distribution / selectivity; Heating / reflux; | 95% |
In xylene at 139 - 140℃; for 32 - 37h; Product distribution / selectivity; Heating / reflux; Molecular sieve; | 92.48% |
trifluoromethylsulfonic anhydride
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; for 24.1667h; | 92% |
With pyridine In dichloromethane |
5-methyl-2-thiazol-2-amine
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
1,2-dichloro-benzene
meloxicam
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane | 76% |
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Empirical Formula: C12H13NO5S
Molecular Weight: 283.3003
EINECS: 246-403-7
Index of Refraction: 1.617
Density: 1.458 g/cm3
Flash Point: 224.8 °C
Enthalpy of Vaporization: 74.46 kJ/mol
Boiling Point: 448.1 °C at 760 mmHg
Vapour Pressure: 8.16E-09 mmHg at 25 °C
Melting point: 140-144 °C(lit.)
Appearance: White to off-white solid
Product categories of Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (CAS NO.24683-26-9): Organic acids;API intermediates;Aromatics Compounds;Heterocycles;Heterocyclic Building Blocks;Thiazines
Structure of Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (CAS NO.24683-26-9):
Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (CAS NO.24683-26-9) can be used for piroxicam (Yan Tong Xi Kang) intermediate.
1. | orl-rat LD50:4800 mg/kg | MTPEEI Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology.(11),(1996),45. | ||
2. | ihl-rat LC50:1562 mg/m3 | MTPEEI Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology.(11),(1996),45. | ||
3. | orl-gpg LD50:5300 mg/kg | MTPEEI Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology.(11),(1996),45. |
Low toxicity by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx and SOx.
Hazard Codes: T
Risk Statements: 23
R23 :Toxic by inhalation.
Safety Statements: 45
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide ,its cas register number is 24683-26-9. It also can be called Ethyl 4-hydroxy-2-methyl-1,1-dioxo-2H-1,2-benzothiazine-3-carboxylate and 2H-1,2-Benzothiazine-3-carboxylic acid, 4-hydroxy-2-methyl-, ethyl ester, 1,1-dioxide .