2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxide

Base Information

• Chemical Name: 2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxide
• CAS No.: 71254-63-2
• Molecular Formula: C8H8 N2 O3 S
• Molecular Weight: 212.229
• DSSTox Substance ID: DTXSID40435317
• Wikidata: Q82250153
• Pharos Ligand ID: 4CNQ3JUQ6ZBJ
• ChEMBL ID: CHEMBL4553482
• Mol file: 71254-63-2.mol

Synonyms:71254-63-2;2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxide;7-Methyl-1,1-dioxo-1,4-dihydro-2H-1;CHEMBL4553482;7-methyl-1,1-dioxo-4H-1lambda6,2,4-benzothiadiazin-3-one;7-METHYL-1,1-DIOXO-1,4-DIHYDRO-2H-1LAMBDA6-BENZO[1,2,4]THIADIAZIN-3-ONE;SCHEMBL4500272;DTXSID40435317;ZZPWPCXHSCJIEN-UHFFFAOYSA-N;BDBM50519813;AKOS015963994;lambda*6*-benzo[1,2,4]thiadiazin-3-;AC-18621;EN300-363655;7-methyl-1,1-dioxo-1,4-dihydro-2-H-benzo[1,2,4]thiadiazin-3-one;7-Methyl-2H-benzo[e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide;7-Methyl-3-oxo-2,3-dihydro-4H-1,2,4-benzothiadiazine 1,1-dioxide;7-Methyl-1,1-dioxo-1,4-dihydro-2-H-benzo [1,2,4]thiadiazin-3-one;7-methyl-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-1,1,3-trione;7-METHYL-1,1-DIOXO-1,4-DIHYDRO-2H-1LAMBDA*6*-BENZO[1,2,4]THIADIAZIN-3-ONE

Chemical Property of 2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxide

Chemical Property:

• Refractive Index: 1.595
• PSA: 87.14000
• Density: 1.437g/cm³
• LogP: 1.67760
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 212.02556330
• Heavy Atom Count: 14
• Complexity: 346

Purity/Quality:

7-METHYL-1,1-DIOXO-1,4-DIHYDRO-2H-1LAMBDA6-BENZO[1,2,4]THIADIAZIN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=O)NS2(=O)=O

Technology Process of 2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxide

There total 6 articles about 2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 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: 67.0%

→ 7-methyl-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (71254-63-2)

Guidance literature:

Reference yield: 64.0%

isocyanate de chlorosulfonyle (1189-71-5) + p-toluidine (106-49-0,12221-03-3) → 7-methyl-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (71254-63-2)

Guidance literature:

isocyanate de chlorosulfonyle; p-toluidine; In nitromethane; at -5 ℃; for 0.583333h;

With aluminum (III) chloride; In nitromethane; at 105 ℃; for 0.5h;

With sodium hydrogencarbonate; In water;

Reference yield:

N-(p-toluenyl)-N'-(chlorosulfonyl)-urea (380885-39-2) → 7-methyl-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide (71254-63-2)

Guidance literature:

With aluminium trichloride; at 110 ℃;

DOI:10.1016/j.bmcl.2006.04.022

upstream raw materials:

isocyanate de chlorosulfonyle

p-toluidine

N-(p-toluenyl)-N'-(chlorosulfonyl)-urea

Downstream raw materials:

2-amino-5-methyl-benzenesulfonamide

C₁₁H₁₄N₂O₅S

C₂₁H₂₂F₃N₃O₅S

C₁₉H₁₈F₃N₃O₅S

Refernces

• 1、 Zhang, Shuzhen,Chen, Xin,Parveen, Shagufta,Hussain, Saghir,Yang, Yanchun,Jing, Chaojun,Zhu, Changjin. "Effect of C7 Modifications on Benzothiadiazine-1,1-dioxide Derivatives on Their Inhibitory Activity and Selectivity toward Aldose Reductase". . p. 603 - 613. Retrieved 2013/08/22.
• 2、 -. "Bis-(Sulfonylamino) Derivatives in Therapy 205". Page/Page column 32. . Retrieved 2009/07/10.