4-Amino-2-benzothiazol-2-yl-phenol

Base Information

• Chemical Name: 4-Amino-2-benzothiazol-2-yl-phenol
• CAS No.: 30616-38-7
• Molecular Formula: C13H10 N2 O S
• Molecular Weight: 242.301
• Hs Code.: 2934200090
• European Community (EC) Number: 694-493-5
• DSSTox Substance ID: DTXSID20425211
• Nikkaji Number: J3.070.787G
• ChEMBL ID: CHEMBL1422046
• Mol file: 30616-38-7.mol

Synonyms:4-Amino-2-benzothiazol-2-yl-phenol;30616-38-7;4-amino-2-(1,3-benzothiazol-2-yl)phenol;4-amino-2-(benzo[d]thiazol-2-yl)phenol;2-(2'-hydroxy-5'-aminophenyl) benzothiazole;Phenol, 4-amino-2-(2-benzothiazolyl)-;Cambridge id 5250059;CBDivE_013053;MLS000104953;SCHEMBL2248026;CHEMBL1422046;DTXSID20425211;UBRCBHVOYDSGKZ-UHFFFAOYSA-N;HMS2331C12;BBL008063;MFCD00197455;STK040463;STL051438;AKOS000108902;AKOS005704794;CCG-108974;SMR000054883;VS-01811;2-(2'-hydroxy-5'-aminophenyl)benzothiazole;BB 0245414;EN300-02280;D84232;SR-01000461598;4-amino-2-(1,3-benzothiazol-3-ium-2-yl)phenolate;SR-01000461598-1;Z56347378;F0920-1080;2-(5-Amino-2-hydroxyphenyl)benzothiazole, >=97% (HPLC)

Chemical Property of 4-Amino-2-benzothiazol-2-yl-phenol

Chemical Property:

• Vapor Pressure: 4.71E-05mmHg at 25°C
• Melting Point: 190-190.5 °C
• Boiling Point: 349.4°Cat760mmHg
• PKA: 8.33±0.43(Predicted)
• Flash Point: 165.1°C
• PSA: 87.38000
• Density: 1.408g/cm³
• LogP: 3.83230
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 242.05138412
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

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

2-(5-Amino-2-hydroxyphenyl)benzothiazole ≥97% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C3=C(C=CC(=C3)N)O
• Uses: 2-(5-Amino-2-hydroxyphenyl)benzothiazole is a fluorescent dye that may be used in the synthesis of a photoactive hybrid material by dispersion in a silica matrix with potential application in optical sensors. It may also be used to synthesize N-[3-(benzothiazol-2-yl)-4-hydroxyphenyl]-octanamide that shows the existence of an excited-state intramolecular proton transfer (ESIPT) process.

Technology Process of 4-Amino-2-benzothiazol-2-yl-phenol

There total 10 articles about 4-Amino-2-benzothiazol-2-yl-phenol 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%

5-Aminosalicylic Acid (89-57-6) + 2-amino-benzenethiol (137-07-5) → 4-amino-2-benzothiazol-2-yl-phenol (30616-38-7)

Guidance literature:

With polyphosphoric acid; at 180 ℃; for 5h;

DOI:10.1016/j.tetlet.2011.04.026

Reference yield: 70.0%

trifluorormethanesulfonic acid (1493-13-6) + 2-(3-Azidophenyl)benzothiazole (162374-59-6) → 4-amino-2-benzothiazol-2-yl-phenol (30616-38-7) + 2-(2-Hydroxy-5-trifluoromethylsulfonamidophenyl)benzothiazole + 2-(5-Amino-2-trifluoromethylsulfoxyphenyl)benzothiazole

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; 1.) 0 deg C, 30 min, 2.) r.t., 18 h;

Reference yield: 7.0%

2-(3-Azidophenyl)benzothiazole (162374-59-6) → 4-amino-2-benzothiazol-2-yl-phenol (30616-38-7) + 2-(2-Hydroxy-5-trifluoromethylsulfonamidophenyl)benzothiazole + 2-(5-Amino-2-trifluoromethylsulfoxyphenyl)benzothiazole

Guidance literature:

With trifluorormethanesulfonic acid; trifluoroacetic acid; trifluoroacetic anhydride; 1.) 0 deg C, 30 min, 2.) r.t., 18 h;

upstream raw materials:

5-Aminosalicylic Acid

2-amino-benzenethiol

trifluorormethanesulfonic acid

2-(3-Azidophenyl)benzothiazole

Downstream raw materials:

C₂₀H₁₂ClN₃O₄S