1-Butyl-3-methylimidazolium hydrogen sulfate

Base Information

• Chemical Name: 1-Butyl-3-methylimidazolium hydrogen sulfate
• CAS No.: 262297-13-2
• Molecular Formula: C8H16N2O4S
• Molecular Weight: 236.292
• European Community (EC) Number: 684-205-6
• ChEMBL ID: CHEMBL3559949
• DSSTox Substance ID: DTXSID8047971
• Mol file: 262297-13-2.mol

Synonyms:262297-13-2;1-Butyl-3-methylimidazolium hydrogen sulfate;1-Butyl-3-methylimidazolium hydrogensulfate;3-Butyl-1-methyl-1H-imidazol-3-ium hydrogensulfate;1-butyl-3-methylimidazol-3-ium;hydrogen sulfate;3-Butyl-1-methyl-1H-imidazol-3-ium hydrogen sulfate;DTXSID8047971;1-butyl-3-methylimidazolium hydrogen sulphate;[bmim]hso4;CHEMBL3559949;DTXCID4027947;Tox21_201105;MFCD06798197;AKOS015898230;CS-W010317;NCGC00258657-01;B5569;CAS-262297-13-2;FT-0759800;C93454;3-Butyl-1-methyl-1H-imidazol-3-iumhydrogensulfate;1-Butyl-3-methylimidazolium hydrogen sulfate, >=95% (HPLC)

Chemical Property of 1-Butyl-3-methylimidazolium hydrogen sulfate

Chemical Property:

• Melting Point: 29-32 °C
• Flash Point: 284 °C
• PSA: 94.62000
• Density: 1.27g/ml
• LogP: 1.19810
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 236.08307817
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

97% ^*data from raw suppliers

1-Butyl-3-methylimidazolium Hydrogen Sulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCN1C=C[N+](=C1)C.OS(=O)(=O)[O-]
• General Description: 1-Butyl-3-methylimidazolium hydrogensulfate ([Bmim]HSO4) is an ionic liquid that serves as an efficient, environmentally friendly catalyst and solvent in the synthesis of biologically active thiochromeno[3,4-d]pyrimidine derivatives. It enables high-yielding reactions with short reaction times, contributing to the development of compounds with notable antibacterial, antibiofilm, and ROS-inducing properties, particularly against pathogens like *Staphylococcus aureus* and *Bacillus subtilis*.

Technology Process of 1-Butyl-3-methylimidazolium hydrogen sulfate

There total 12 articles about 1-Butyl-3-methylimidazolium hydrogen sulfate 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: 100.0%

1-methyl-3-(n-butyl)imidazolium iodide (65039-05-6) → 1-butyl-3-methylimidazolium hydrogen sulfate (262297-13-2)

Guidance literature:

With Amberlyst A-26 (HSO₄^- form); In methanol;

DOI:10.3390/molecules17044007

Reference yield: 100.0%

→ 1-butyl-3-methylimidazolium hydrogen sulfate (262297-13-2)

Guidance literature:

Reference yield: 99.4%

1-butyl-3-methylimidazolium chloride (79917-90-1) → 1-butyl-3-methylimidazolium hydrogen sulfate (262297-13-2)

Guidance literature:

With sulfuric acid; In dichloromethane; for 48h; Reflux; Cooling with ice;

upstream raw materials:

1-methyl-3-(n-butyl)imidazolium iodide

1-butyl-3-methylimidazolium chloride

1-n-butyl-3-methylimidazolim bromide

1-Butylimidazole

Refernces

An efficient one-pot synthesis of thiochromeno[3,4-d]pyrimidines derivatives: Inducing ROS dependent antibacterial and anti-biofilm activities

10.1016/j.bioorg.2016.08.006

The study presents an efficient one-pot synthesis method for thiochromeno[3,4-d]pyrimidine derivatives, which are biologically important compounds. The synthesis involves the use of thiochroman-4-one, aromatic aldehydes, and thiourea in the presence of 1-butyl-3-methyl imidazolium hydrogen sulphate [Bmim]HSO4, an ionic liquid that acts as a green catalyst and solvent. This approach is environmentally friendly, yields high results, and requires short reaction times. The synthesized derivatives were evaluated for antibacterial, antibiofilm activities, and their ability to induce intracellular Reactive Oxygen Species (ROS) accumulation in bacterial strains, particularly against Staphylococcus aureus and Bacillus subtilis. Among the tested compounds, 4b and 4c showed promising antibacterial and antibiofilm activities, with compound 4c also demonstrating significant intracellular ROS accumulation, suggesting its potential in inducing apoptotic cell death in bacteria.