Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

Base Information

• Chemical Name: Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
• CAS No.: 35511-14-9
• Molecular Formula: C10H9NO5S
• Molecular Weight: 255.251
• Hs Code.: 2934991000
• Mol file: 35511-14-9.mol

Synonyms:4-Hydroxy-2H-1,2-benzothiazine-3-carboxylicacid methyl ester 1,1-dioxide;Methyl4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide;

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 168-170°C
• Refractive Index: 1.639
• Boiling Point: 447.025 °C at 760 mmHg
• Flash Point: 224.153 °C
• PSA: 101.08000
• Density: 1.568 g/cm³
• LogP: 1.78770
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Piroxicam impurity G.

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

There total 24 articles about Methyl 4-hydroxy-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: 87.0%

methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide (6639-62-9) → methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (35511-14-9)

Guidance literature:

With sodium methylate; In methanol; at 55 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2015.11.032

Reference yield: 82.0%

sodium methylate (124-41-4) + (1,1,3-Trioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-acetic acid phenyl ester (76508-40-2) → methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (35511-14-9)

Guidance literature:

In methanol;

Reference yield: 78.0%

sodium methylate (124-41-4) + (1,1,3-Trioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-acetic acid isopropyl ester (76508-37-7) → methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide (35511-14-9)

Guidance literature:

In methanol;

upstream raw materials:

methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide

(1,1,3-trioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-acetic acid tert-butyl ester

sodium methylate

2-ethoxy-ethanol

Downstream raw materials:

4-hydroxy-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

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

Refernces

• 1、 Zia-ur-Rehman, Muhammad,Choudary, Jamil Anwar,Elsegood, Mark Robert James,Siddiqui, Hamid Latif,Khan, Khalid Mohammad. "A facile synthesis of novel biologically active 4-hydroxy-N′-(benzylidene)-2H-benzo[e][1,2]thiazine-3-carbohydrazide 1,1-dioxides". . p. 1311 - 1316. Retrieved 2009.
• 2、 Manjarrez,Perez,Solis,Luna. "A facile one-pot synthesis of 4-hydroxy-3-methoxycarbonyl-2-methyl-2H-1,2-benzothiazine 1,1-dioxide, a key intermediate in the synthesis of oxicam anti-inflammatory agents". . p. 1405 - 1410. Retrieved 1996.
• 3、 Saddique, Furqan Ahmad,Zaib, Sumera,Jalil, Saquib,Aslam, Sana,Ahmad, Matloob,Sultan, Sadia,Naz, Humera,Iqbal, Mazhar,Iqbal, Jamshed. "Synthesis, monoamine oxidase inhibition activity and molecular docking studies of novel 4-hydroxy-N′-[benzylidene or 1-phenylethylidene]-2-H/methyl/benzyl-1,2-benzothiazine-3-carbohydrazide 1,1-dioxides". . p. 1373 - 1386. Retrieved 2017/11/13.