3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-sulfonyl chloride

Base Information

• Chemical Name: 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-sulfonyl chloride
• CAS No.: 31794-45-3
• Molecular Formula: C8H6ClNO4S
• Molecular Weight: 247.659
• Hs Code.: 2934999090
• European Community (EC) Number: 821-909-6
• DSSTox Substance ID: DTXSID90409422
• Wikidata: Q82215250
• Mol file: 31794-45-3.mol

Synonyms:31794-45-3;3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-sulfonyl chloride;3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonyl chloride;3-oxo-4H-1,4-benzoxazine-6-sulfonyl chloride;3,4-Dihydro-3-oxo-2H-1,4-benzoxazine-6-sulphonyl chloride;3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-sulfonyl chloride;MFCD05664887;3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonylchloride;2H-1,4-Benzoxazine-6-sulfonyl chloride, 3,4-dihydro-3-oxo-;6-Chlorosulphonyl-3-oxo-1,4-benzoxazine;SCHEMBL707964;DTXSID90409422;CGTCULUUVYBAPX-UHFFFAOYSA-N;AKOS000601821;PS-10844;SY152068;BB 0216448;CS-0128071;FT-0705553;EN300-14981;F8880-0048;Z119990040;3-oxo-3,4-dihydro-2H-1,4-benzooxazine-6-sulfonyl chloride;3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine- 6-sulfonyl chloride;3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-sulfonylchloride

Chemical Property of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 1.42E-08mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.594
• Boiling Point: 458 °C at 760 mmHg
• PKA: 11.15±0.20(Predicted)
• Flash Point: 230.8 °C
• PSA: 80.85000
• Density: 1.582 g/cm³
• LogP: 2.16380
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 246.9706065
• Heavy Atom Count: 15
• Complexity: 363

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Oxo-3,4-dihydro-2h-1,4-benzoxazine-6-sulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 14-29-34
• Safety Statements: 8-22-26-30-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=C(O1)C=CC(=C2)S(=O)(=O)Cl

Technology Process of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-sulfonyl chloride

There total 3 articles about 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-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: 66.0%

3,4-dihydro-3-oxo-2H-1,4-benzoxazine (5466-88-6) → 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonyl chloride (31794-45-3)

Guidance literature:

With chlorosulfonic acid; at 0 - 10 ℃; for 1.33333h;

Reference yield:

2-amino-phenol (95-55-6) → 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonyl chloride (31794-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; N-benzyl-N,N,N-triethylammonium chloride / chloroform / 16.33 h / 0 - 60 °C

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

With chlorosulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In chloroform;

Reference yield:

6-amino-2H-1,4-benzoxazin-3(4H)-one (89976-75-0) → 3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonyl chloride (31794-45-3)

Guidance literature:

Multistep reaction; (i) (diazotation), (ii) SO₂, CuCl;

upstream raw materials:

3,4-dihydro-3-oxo-2H-1,4-benzoxazine

6-amino-2H-1,4-benzoxazin-3(4H)-one

2-amino-phenol

Downstream raw materials:

N-(3,4-dimethylphenyl)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-sulfonamide

6-Mercapto-2,3-dihydro-1,4-benzoxazinon-3

5-[benzyl-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-sulfonyl)-amino]-2-fluoro-N-isopropyl-benzamide

6-Sulfamoyl-2H-1,4-benzoxazin-3-on

Refernces

• 1、 -. "BICYCLIC PKM2 ACTIVATORS". Page/Page column 58; 60. . Retrieved 2012/07/13.
• 2、 -. "CONDENSED HETEROCYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY". Page/Page column 81-82. . Retrieved 2010/04/03.