2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

Base Information

• Chemical Name: 2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride
• CAS No.: 952-10-3
• Molecular Formula: C8H5ClN2O4S
• Molecular Weight: 260.658
• Hs Code.: 2933990090
• European Community (EC) Number: 838-189-4
• DSSTox Substance ID: DTXSID60407238
• Mol file: 952-10-3.mol

Synonyms:2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride;952-10-3;2,3-dioxo-1,4-dihydroquinoxaline-6-sulfonyl chloride;2,3-Dihydroxy-quinoxaline-6-sulfonyl chloride;1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride;2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE-6-SULFONYLCHLORIDE;2,3-dihydroxyquinoxaline-6-sulfonyl chloride;SCHEMBL2194658;SCHEMBL8555149;DTXSID60407238;MFCD13187318;AKOS000200830;AKOS005136050;LS-01985;2,3-dihydroxy-6-quinoxalinesulfonyl chloride;BB 0255179;CS-0188487;EN300-26356;E76990;6-Chlorosulfonyl-1,4-dihydro-2,3-quinoxalinedione;6-Quinoxalinesulfonoyl chloride, 1,2,3,4-tetrahydro-2,3-dioxo-;2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride, AldrichCPR

Chemical Property of 2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

Chemical Property:

• Refractive Index: 1.615
• PSA: 108.24000
• Density: 1.649 g/cm³
• LogP: 1.22470
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 259.9658555
• Heavy Atom Count: 16
• Complexity: 430

Purity/Quality:

99%, ^*data from raw suppliers

2,3-Dihydroxy-quinoxaline-6-sulfonylchloride 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1S(=O)(=O)Cl)NC(=O)C(=O)N2

Technology Process of 2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride

There total 6 articles about 2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride 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: 88.0%

quinoxaline-2,3-dione (15804-19-0,6287-20-3) → 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride (952-10-3)

Guidance literature:

With chlorosulfonic acid; at 110 ℃; for 8h;

DOI:10.1080/104265090889396

Reference yield: 88.0%

oxalic acid (144-62-7,97993-78-7) + 1,2-diamino-benzene (95-54-5) → 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride (952-10-3)

Guidance literature:

oxalic acid; 1,2-diamino-benzene; With hydrogenchloride; In water;

With chlorosulfonic acid;

DOI:10.1016/j.bioorg.2020.104164

Reference yield:

1,2-diamino-benzene (95-54-5) → 1,2,3,4-tetrahydro-2,3-dioxo-6-quinoxalinesulfonyl chloride (952-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: water / 0.07 h / Microwave irradiation

2: chlorosulfonic acid / 10 h / 0 - 20 °C

With chlorosulfonic acid; In water;

DOI:10.2174/157018011794839385

upstream raw materials:

quinoxaline-2,3-dione

quinoxalin-2⁽¹⁾-one

1,2-diamino-benzene

oxalic acid

Downstream raw materials:

2,3-dioxo-1,4-dihydroquinoxaline-6-(N-carboxymethyl)sulfonamide

Refernces

• 1、 -. "EIS INHIBITORS". Paragraph 0031; 0146. . Retrieved 2018/06/30.
• 2、 Obafemi, Craig A.,Akinpelu. "Synthesis and antimicrobial activity of some 2(1H)-quinoxalinone-6-sulfonyl derivatives". . p. 1795 - 1807. Retrieved 2007/10/03.