2-[2-Hydroxy-5-(acetylamino)phenyl]benzothiazole

Base Information

• Chemical Name: 2-[2-Hydroxy-5-(acetylamino)phenyl]benzothiazole
• CAS No.: 2842-13-9
• Molecular Formula: C15H12N2O2S
• Molecular Weight: 284.338
• DSSTox Substance ID: DTXSID301234142
• Nikkaji Number: J2.969.704C,J2.969.707H
• ChEMBL ID: CHEMBL1391486
• Mol file: 2842-13-9.mol

Synonyms:2842-13-9;2-[2-Hydroxy-5-(acetylamino)phenyl]benzothiazole;Acetamide, N-[3-(2-benzothiazolyl)-4-hydroxyphenyl]-;N-(3-(benzo[d]thiazol-2-yl)-4-hydroxyphenyl)acetamide;Oprea1_195709;MLS000680161;IFLab1_000862;SCHEMBL2246115;acetamide,n-[3-(2-benzo[d]thiazolyl)-4-hydroxyphenyl]-;CHEMBL1391486;DTXSID301234142;HMS1414H04;HMS2621C19;AKOS000298598;SMR000324421;BB 0244437;SR-01000005368;N-[3-(2-Benzothiazolyl)-4-hydroxyphenyl]acetamide;SR-01000005368-1;N-(3-Benzothiazol-2-yl-4-hydroxy-phenyl)-ace tamide;F0298-0105;N-[3-(1,3-BENZOTHIAZOL-2-YL)-4-HYDROXYPHENYL]ACETAMIDE;2-[3-(Acetylamino)-6-oxo-2,4-cyclohexadiene-1-ylidene]-2,3-dihydrobenzothiazole

Chemical Property of 2-[2-Hydroxy-5-(acetylamino)phenyl]benzothiazole

Chemical Property:

• Melting Point: 255 - 256 °C (CHCl3)
• PSA: 90.46000
• LogP: 3.70030
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 284.06194880
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)O)C2=NC3=CC=CC=C3S2

Technology Process of 2-[2-Hydroxy-5-(acetylamino)phenyl]benzothiazole

There total 5 articles about 2-[2-Hydroxy-5-(acetylamino)phenyl]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: 90.0%

4-amino-2-benzothiazol-2-yl-phenol (30616-38-7) + acetic anhydride (108-24-7) → 2-(5-acetamido-2-hydroxyphenyl)benzothiazole (2842-13-9)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 0.333333h;

DOI:10.1021/ol2011693

Reference yield: 71.0%

4-amino-2-benzothiazol-2-yl-phenol (30616-38-7) + acetyl chloride (75-36-5) → 2-(5-acetamido-2-hydroxyphenyl)benzothiazole (2842-13-9)

Guidance literature:

With pyridine; at 75 ℃; for 0.25h;

Reference yield:

N-[3-(benzothiazol-2-yl)-4-vinyloxyphenyl]acetamide (1312163-28-2) → 2-(5-acetamido-2-hydroxyphenyl)benzothiazole (2842-13-9)

Guidance literature:

With water; mercury dichloride; at 20 ℃; for 0.5h; pH=7.4; aq. phosphate buffer;

DOI:10.1021/ol2011693

upstream raw materials:

4-amino-2-benzothiazol-2-yl-phenol

acetyl chloride

5-Aminosalicylic Acid

2-amino-benzenethiol

Downstream raw materials:

N-[3-(benzothiazol-2-yl)-4-(2-bromoethoxy)phenyl]acetamide