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

Base Information

• Chemical Name: Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
• CAS No.: 24683-26-9
• Molecular Formula: C12H13 N O5 S
• Molecular Weight: 283.305
• Hs Code.: 2934990002
• Mol file: 24683-26-9.mol

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

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

Chemical Property:

• Appearance/Colour: White to Off-White Solid
• Vapor Pressure: 5.97E-08mmHg at 25°C
• Melting Point: 140-144 ºC
• Boiling Point: 424.1°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 210.3°C
• PSA: 92.29000
• Density: 1.444g/cm³
• LogP: 2.12910
• Storage Temp.: -20°C Freezer

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-Hydroxy-2-methyl-1,1-dioxo-2H-1,2-benzothiazine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Piroxicam impurity K. Also an impurity found in meloxicam (M216100).

Technology Process of Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

There total 8 articles about Ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.9%

4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide (24683-21-4) + dimethyl sulfate (77-78-1) → ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (24683-26-9)

Guidance literature:

With hydrogenchloride; In water; at 10 ℃; for 18h; pH=7.5;

Reference yield: 76.0%

2-(Ethoxycarbonylmethyl-methyl-sulfamoyl)-benzoic acid ethyl ester (113412-08-1) → ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (24683-26-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 5.5h;

Reference yield: 72.0%

4-hydroxy-2H-1,2-benzothiazine-3-carboxylic acid ethyl ester 1,1-dioxide (24683-21-4) + methyl iodide (74-88-4) → ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (24683-26-9)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 18h;

DOI:10.1002/hlca.200790174

upstream raw materials:

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

methyl iodide

2-(Ethoxycarbonylmethyl-methyl-sulfamoyl)-benzoic acid ethyl ester

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

Downstream raw materials:

3-(2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-3-carbonylamino)-benzoic acid

[4-(2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-benzo[e][1,2]thiazine-3-carbonylamino)-phenyl]-acetic acid

2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-3-carboxylic acid 3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylamide

2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ⁶-benzo[e][1,2]thiazine-3-carboxylic acid 4-(6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-anilide

Refernces

• 1、 -. "Piroxicam hapten and preparation method and application thereof". Paragraph 0016; 0032; 0038-0039; 0044; 0050-0051. . Retrieved 2019/10/23.
• 2、 Koczian, Kristof,Voelgyi, Gergely,Koekoesi, Jozsef,Noszal, Bela. "Site-specific acid-base properties of tenoxicam". . p. 1681 - 1690. Retrieved 2008/02/13.