2-(2-Benzo[d]thiazolyl)-4-nitrophenol

Base Information

• Chemical Name: 2-(2-Benzo[d]thiazolyl)-4-nitrophenol
• CAS No.: 6276-77-3
• Molecular Formula: C13H8N2O3S
• Molecular Weight: 272.284
• NSC Number: 34954
• DSSTox Substance ID: DTXSID30978420
• Nikkaji Number: J3.134.786F
• Wikidata: Q82963794
• Mol file: 6276-77-3.mol

Synonyms:2-(2-benzo[d]thiazolyl)-4-nitrophenol;2-(1,3-benzothiazol-2-yl)-4-nitrophenol;6276-77-3;NIOSH/SJ7363000;Phenol, 2-(2-benzothiazolyl)-4-nitro-;2-(2'-Hydroxy-5'-nitrophenyl)benzothiazole;SJ73630000;NSC34954;SCHEMBL2248521;DTXSID30978420;ARK102880;NSC-34954;STL505913;AKOS037488490;SR-01000272361;SR-01000272361-1

Chemical Property of 2-(2-Benzo[d]thiazolyl)-4-nitrophenol

Chemical Property:

• Vapor Pressure: 2.09E-05mmHg at 25°C
• Boiling Point: 361.3°C at 760 mmHg
• Flash Point: 172.3°C
• Density: 1.53g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.02556330
• Heavy Atom Count: 19
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C3=C(C=CC(=C3)[N+](=O)[O-])O

Technology Process of 2-(2-Benzo[d]thiazolyl)-4-nitrophenol

There total 5 articles about 2-(2-Benzo[d]thiazolyl)-4-nitrophenol 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: 92.0%

5-Nitrosalicylaldehyde (97-51-8) + 2-amino-benzenethiol (137-07-5) → 2-(2'-hydroxy-5'-nitrophenyl)benzothiazole (6276-77-3)

Guidance literature:

With silver nitrate; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1002/aoc.4284

Reference yield: 80.0%

2-(3-nitrophenyl)benzothiazole (22868-33-3) → 2-(2'-hydroxy-5'-nitrophenyl)benzothiazole (6276-77-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; palladium diacetate; acetic acid; at 110 ℃; for 8h; regioselective reaction;

DOI:10.1016/j.tet.2012.12.067

Reference yield: 65.0%

5-nitrosalicylic acid (96-97-9) + 2-amino-benzenethiol (137-07-5) → 2-(2'-hydroxy-5'-nitrophenyl)benzothiazole (6276-77-3)

Guidance literature:

With triphenyl phosphite; tetrabutylammomium bromide; at 120 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2012.10.035

upstream raw materials:

zinc 2-aminobenzenethiolate

5-Nitrosalicylaldehyde

2-amino-benzenethiol

5-nitrosalicylic acid

Downstream raw materials:

2-(benzo[d]thiazol-2-yl)-4-(dimethylamino)phenol