2-(2-Hydroxyphenyl)benzothiazole

Base Information

• Chemical Name: 2-(2-Hydroxyphenyl)benzothiazole
• CAS No.: 3411-95-8
• Molecular Formula: C13H9NOS
• Molecular Weight: 227.287
• Hs Code.: 29342000
• European Community (EC) Number: 222-299-9
• NSC Number: 58548,5051
• UNII: 40UQ1I362I
• DSSTox Substance ID: DTXSID6063018
• Nikkaji Number: J1.904.662A,J124.110I,J3.390.410J
• Wikidata: Q72480962
• ChEMBL ID: CHEMBL1650632
• Mol file: 3411-95-8.mol

Synonyms:2-(2'-hydroxyphenyl)benzothiazole;2-(2-hydroxyphenyl)benzothiazole

Chemical Property of 2-(2-Hydroxyphenyl)benzothiazole

Chemical Property:

• Appearance/Colour: Off-white to yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128-132 °C(lit.)
• Refractive Index: 1.719
• Boiling Point: 402.184 °C at 760 mmHg
• PKA: 8.21(at 25℃)
• Flash Point: 197.034 °C
• PSA: 61.36000
• Density: 1.337 g/cm³
• LogP: 3.66890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Solubility Insoluble in water; soluble in ethanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.04048508
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

≥ 98.5% ^*data from raw suppliers

2-(2-Hydroxyphenyl)benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC3=CC=CC=C3S2)O

Technology Process of 2-(2-Hydroxyphenyl)benzothiazole

There total 117 articles about 2-(2-Hydroxyphenyl)benzothiazole 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: 95.0%

2-methyl-benzyl alcohol (89-95-2) + 2-amino-benzenethiol (137-07-5) → 2-(benzothiazol-2-yl)phenol (3411-95-8)

Guidance literature:

With 1-pentyl-3-methylimidazolium bromide; for 0.0583333h; microwave irradiation;

DOI:10.1246/cl.2004.274

Reference yield: 91.0%

salicylaldehyde (90-02-8) + 2-Aminophenyl disulfide (1141-88-4) → 2-(benzothiazol-2-yl)phenol (3411-95-8)

Guidance literature:

With oxygen; In water; for 4h; Catalytic behavior; Reflux; Green chemistry;

DOI:10.1039/c5ra14894d

Reference yield: 90.0%

2-iodophenylamine (615-43-0) + salicylaldehyde (90-02-8) → 2-(benzothiazol-2-yl)phenol (3411-95-8)

Guidance literature:

With 1,10-Phenanthroline; copper(II) choride dihydrate; potassium carbonate; sulfur; In water; at 100 ℃; for 24h;

DOI:10.1002/chem.201103525

upstream raw materials:

salicylanilide

2-aminobenzenethiol hydrochloride

salicylaldehyde

2-amino-benzenethiol

Downstream raw materials:

1-(2-benzothiazol-2-yl-phenoxy)-3-(1-methyl-3-phenyl-propylamino)-propan-2-ol

1-(2-benzothiazol-2-yl-phenoxy)-3-isopropylamino-propan-2-ol

1-allylamino-3-(2-benzothiazol-2-yl-phenoxy)-propan-2-ol

1-(2-benzothiazol-2-yl-phenoxy)-3-cyclopentylamino-propan-2-ol

Refernces

A highly selective fluorescent probe for fast detection of hydrogen sulfide in aqueous solution and living cells

10.1039/c2cc36141h

The research reports the development of a new ratiometric fluorescence probe E1 based on an excited-state intramolecular proton transfer (ESIPT) mechanism for the detection of hydrogen sulfide (H2S) in aqueous solutions and living cells. The probe E1, synthesized using 2-(2'-hydroxyphenyl)benzothiazole (HMBT) as the fluorophore, exhibits high selectivity and a rapid response to H2S, with a 30-fold fluorescence enhancement within 2 minutes. It can quantitatively detect H2S with a detection limit as low as 0.12 μM. The selectivity of E1 is attributed to the H2S receptor 2-(pyridin-2-yl-disulfanyl)benzoic acid (PBA), which reacts with H2S to form an intermediate that releases the fluorophore HMBT. The study also demonstrates the potential of E1 for biological applications through fluorescence imaging of H2S in living HeLa cells.

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