Saccharin N-(2-Acetic Acid Methyl Ester)

Base Information

• Chemical Name: Saccharin N-(2-Acetic Acid Methyl Ester)
• CAS No.: 6639-62-9
• Molecular Formula: C10H9 N O5 S
• Molecular Weight: 255.251
• Hs Code.: 2934999090
• European Community (EC) Number: 229-646-3
• NSC Number: 49216
• UNII: QC3227JB2C
• DSSTox Substance ID: DTXSID50216614
• Nikkaji Number: J86.084K
• Wikidata: Q27287177
• ChEMBL ID: CHEMBL4167829
• Mol file: 6639-62-9.mol

Synonyms:6639-62-9;Saccharin N-(2-Acetic Acid Methyl Ester);methyl 2-(1,1,3-trioxo-1,2-benzothiazol-2-yl)acetate;Methyl (1,1-dioxido-3-oxo-1,2-benzisothiazol-2(3H)-yl)acetate;UNII-QC3227JB2C;QC3227JB2C;Methyl 3-oxo1,2-benzisothiazole-2(3H)-acetate 1,1-dioxide;CHEMBL4167829;3-Oxo-1,2-benzoisothiazoline-2-acetic Acid Methyl Ester 1,1-Dioxide;EINECS 229-646-3;NSC-49216;methyl (1,1-dioxido-3-oxo-1,2-benzothiazol-2(3H)-yl)acetate;3-Oxo-1,2-benzoisothiazoline-2-acetic Acid Methyl Ester 1,1-Dioxide(Piroxicam Impurity D);Methyl 3-oxo-2,3-dihydro-1,2-benzothiazole-2-acetate 1,1-dioxide;1,2-Benzisothiazole-2(3H)-acetic acid, 3-oxo-, methyl ester, 1,1-dioxide;2,3-Dihydro-3-oxo-1,2-benzoisothiazole-2-aceticacidmethylester1,1-dioxide;3-Oxo-1,2-benzoisothiazoline-2-acetic Acid Methyl Ester 1,1-Dioxide (Piroxicam Impurity D);NSC49216;1,2-Benzoisothiazol-2(3H)-acetic acid, 3-oxo-, methyl ester, 1,1-dioxide;NSC 49216;ChemDiv1_010182;Oprea1_238175;Oprea1_266418;PIROXICAM EP IMPURITY D;SCHEMBL11711641;SCHEMBL11715599;HMS615O18;DTXSID50216614;BBL000779;BDBM50283855;CCG-20394;methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide;MFCD00071807;STK825545;AKOS000278209;AT37713;VS-00727;PIROXICAM IMPURITY D [EP IMPURITY];CS-0302107;EU-0011562;FT-0673418;SR-01000493010;SR-01000493010-1;Q27287177;Z51115242;Methyl (1,1-dioxido-3-oxo-1,2-benzisothiazol-2(3H)-yl)acetate #;methyl 2-(1,1,3-trioxo-2,3-dihydro-1,2-benzothiazol-2-yl)acetate;Methyl 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3h)-yl)acetate;2-(Methoxycarbonylmethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide;methyl 2-(1,1,3-trioxo-2,3-dihydro-1??,2-benzothiazol-2-yl)acetate;methyl 2-(1,1,3-trioxo-2,3-dihydro-1|E?,2-benzothiazol-2-yl)acetate

Chemical Property of Saccharin N-(2-Acetic Acid Methyl Ester)

Chemical Property:

• Vapor Pressure: 9.45E-08mmHg at 25°C
• Melting Point: 121-123℃
• Boiling Point: 434.5°C at 760 mmHg
• Flash Point: 216.6°C
• PSA: 89.13000
• Density: 1.499g/cm³
• LogP: 1.02280
• Storage Temp.: Refrigerator
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 255.02014356
• Heavy Atom Count: 17
• Complexity: 438

Purity/Quality:

99.9% ^*data from raw suppliers

3-Oxo-1,2-benzoisothiazoline-2-aceticAcidMethylEster1,1-Dioxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CN1C(=O)C2=CC=CC=C2S1(=O)=O
• Uses: Piroxicam impurity D.

Technology Process of Saccharin N-(2-Acetic Acid Methyl Ester)

There total 6 articles about Saccharin N-(2-Acetic Acid Methyl Ester) 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: 98.0%

saccharin sodium salt (128-44-9) + methyl chloroacetate (96-34-4) → methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide (6639-62-9)

Guidance literature:

In DMF (N,N-dimethyl-formamide); at 115 - 120 ℃; for 1.5 - 2h; Industry scale;

Reference yield: 89.0%

methyl chloroacetate (96-34-4) + saccharin (81-07-2) → methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide (6639-62-9)

Guidance literature:

saccharin; With sodium hydride; In N,N-dimethyl-formamide;

methyl chloroacetate; In N,N-dimethyl-formamide; at 130 ℃; for 5h;

DOI:10.1021/acs.orglett.7b00670

Reference yield: 86.0%

saccharin sodium salt (128-44-9) + bromoacetic acid methyl ester (96-32-2) → methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide (6639-62-9)

Guidance literature:

DOI:10.1021/jm991120o

upstream raw materials:

saccharin sodium salt

methyl chloroacetate

bromoacetic acid methyl ester

saccharin

Downstream raw materials:

4-Hydroxy-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[e][1,2]thiazine-3-carboxylic acid 2-ethoxy-ethyl ester

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

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

methyl 2- benzoate

Refernces

• 1、 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.
• 2、 -. "Synthetic method of piroxicam". Paragraph 0021; 0025; 0029. . Retrieved 2018/10/27.