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Name	Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide	EINECS	246-403-7
CAS No.	24683-26-9	Density	1.444g/cm³
PSA	92.29000	LogP	2.12910
Solubility	N/A	Melting Point	140-144 ºC
Formula	C12H13 N O5 S	Boiling Point	424.1°Cat760mmHg
Molecular Weight	283.305	Flash Point	210.3°C
Transport Information	UN 2811	Appearance	White to Off-White Solid
Safety	Low toxicity by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NO_x and SO_x.	Risk Codes	R23
Molecular Structure		Hazard Symbols
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	Article Data	7

Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide Synthetic route

: 24683-21-4
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide

: 77-78-1
dimethyl sulfate

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In water at 10℃; for 18h; pH=7.5;	78.9%

: 113412-08-1
2-(Ethoxycarbonylmethyl-methyl-sulfamoyl)-benzoic acid ethyl ester

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 5.5h;	76%

: 24683-21-4
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide

: 74-88-4
methyl iodide

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

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;

: 24683-20-3
ethyl 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl) acetate

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

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

: 128-44-9
saccharin sodium salt

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

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

: 24683-21-4
4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide

methyl halide: methyl halide

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

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;

: 81-07-2
saccharin

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Conditions

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

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

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%

: 358-23-6
trifluoromethylsulfonic anhydride

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: C13H12F3NO7S2

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 24.1667h;	92%
With pyridine In dichloromethane

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 95-50-1
1,2-dichloro-benzene

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
With 1,2-dichloro-ethane	76%

Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide Chemical Properties

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 Uses

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.

Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide Toxicity Data With Reference

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.

Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide Safety Profile

Low toxicity by ingestion and inhalation. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NO_x and SO_x.

Hazard Codes: Toxic 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 Specification

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 .

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