2-Thiazolesulfonyl chloride

Base Information

• Chemical Name: 2-Thiazolesulfonyl chloride
• CAS No.: 100481-09-2
• Molecular Formula: C3H2ClNO2S2
• Molecular Weight: 183.639
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID80468861
• Wikidata: Q72508287
• Mol file: 100481-09-2.mol

Synonyms:2-THIAZOLESULFONYL CHLORIDE;100481-09-2;Thiazole-2-sulfonyl chloride;1,3-thiazole-2-sulfonyl Chloride;Thiazole-2-sulfonylchloride;SCHEMBL16708;DTXSID80468861;HYJQWMUBCRPGDS-UHFFFAOYSA-N;BCP05142;MFCD08460252;AKOS005169243;AM90407;BL008387;FT-0649454;EN300-148833;J-000142

Chemical Property of 2-Thiazolesulfonyl chloride

Chemical Property:

• Appearance/Colour: Yellow oil
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.583
• Boiling Point: 328.523 °C at 760 mmHg
• PKA: -3.33±0.10(Predicted)
• Flash Point: 152.486 °C
• PSA: 83.65000
• Density: 1.688 g/cm³
• LogP: 2.15140
• Storage Temp.: -86?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 182.9215483
• Heavy Atom Count: 9
• Complexity: 185

Purity/Quality:

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

2-ThiazolesulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=N1)S(=O)(=O)Cl
• Uses: 2-Thiazolesulfonyl chloride is used for preparation of substituted thiazolesulfonamides as antiglaucoma agents.

Technology Process of 2-Thiazolesulfonyl chloride

There total 5 articles about 2-Thiazolesulfonyl 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: 82.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) → thiazole-2-sulfonyl chloride (100481-09-2)

Guidance literature:

2-bromo-1,3-thiazole; With n-butyllithium; In diethyl ether; for 1h; cooling;

With sulfur dioxide; In diethyl ether; at 20 ℃;

With N-chloro-succinimide; In dichloromethane; for 1.5h;

DOI:10.1016/j.bmc.2006.05.076

Reference yield: 54.0%

1,3-thiazole (288-47-1) + n-butyllithium (109-72-8,29786-93-4) → thiazole-2-sulfonyl chloride (100481-09-2)

Guidance literature:

With N-chloro-succinimide; sulfur dioxide; In tetrahydrofuran; hexane;

Reference yield: 54.0%

1,3-thiazole (288-47-1) → thiazole-2-sulfonyl chloride (100481-09-2)

Guidance literature:

With N-chloro-succinimide; n-butyllithium; sulfur dioxide; In tetrahydrofuran; hexane;

upstream raw materials:

2-bromo-1,3-thiazole

2-mercaptothiazole

1,3-thiazole

n-butyllithium

Downstream raw materials:

methyl 4-({4,5-dimethyl-2-[(1,3-thiazol-2-ylsulfonyl)amino]phenoxy}methyl)benzoate

methyl 4-({4,5-dimethyl-2-[(1,3-thiazol-2-ylsulfonyl)amino]phenoxy}methyl)-3-methylbenzoate

methyl 4-[({6-[(1,3-thiazol-2-ylsulfonyl)amino]-2,3-dihydro-1H-inden-5-yl}oxy)methyl]benzoate

methyl 3-methyl-4-[({6-[(1,3-thiazol-2-ylsulfonyl)amino]-2,3-dihydro-1H-inden-5-yl}oxy)methyl]benzoate

Refernces

• 1、 Crossley, Steven W. M.,Martinez, Ruben M.,Guevara-Zuluaga, Sebastián,Shenvi, Ryan A.. "Synthesis of the Privileged 8-Arylmenthol Class by Radical Arylation of Isopulegol". supporting information. p. 2620 - 2623. Retrieved 2016/06/15.
• 2、 -. "HETEROCYCLIC AMIDE DERIVATIVE AND MEDICINE CONTAINING SAME". Paragraph 0290. . Retrieved 2015/10/28.