2-(2-Chlorophenyl)-1,3-benzothiazole

Base Information

• Chemical Name: 2-(2-Chlorophenyl)-1,3-benzothiazole
• CAS No.: 6269-46-1
• Molecular Formula: C13H8ClNS
• Molecular Weight: 245.732
• NSC Number: 33753
• DSSTox Substance ID: DTXSID90211749
• Nikkaji Number: J891.443E
• Wikidata: Q83086731
• ChEMBL ID: CHEMBL3742408
• Mol file: 6269-46-1.mol

Synonyms:2-(2-chlorophenyl)-1,3-benzothiazole;6269-46-1;2-(2-Chlorophenyl)benzo[d]thiazole;Benzothiazole, 2-(2-chlorophenyl)-;2-(o-Chlorophenyl)benzothiazole;BRN 0173025;Benzothiazole, 2-(o-chlorophenyl)- (6CI,8CI);4-27-00-01386 (Beilstein Handbook Reference);NSC33753;Maybridge3_003493;SCHEMBL2139236;2-(2-chlorophenyl)benzothiazole;CHEMBL3742408;DTXSID90211749;HMS1440O17;Benzothiazole, 2-(o-chlorophenyl)-;ARK102892;NSC 33753;NSC-33753;STL505909;AKOS005107306;MS-1603;IDI1_014880;LS-40721;CS-0364384;FT-0737552

Chemical Property of 2-(2-Chlorophenyl)-1,3-benzothiazole

Chemical Property:

• Vapor Pressure: 6.21E-06mmHg at 25°C
• Refractive Index: 1.689
• Boiling Point: 389.9 °C at 760 mmHg
• Flash Point: 189.6 °C
• PSA: 41.13000
• Density: 1.339 g/cm³
• LogP: 4.61670
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 245.0065981
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

2-(2-CHLOROPHENYL)-1,3-BENZOTHIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(2-Chlorophenyl)-1,3-benzothiazole

There total 50 articles about 2-(2-Chlorophenyl)-1,3-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: 96.0%

2-chloro-benzaldehyde (89-98-5) + 2-amino-benzenethiol (137-07-5) → 2-(2-chlorophenyl)-1,3-benzothiazole (6269-46-1)

Guidance literature:

With N,N'-diiodo-N,N'-1,2-ethanediylbis(p-toluenesulphonamide); at 40 ℃; for 1.1h; Neat (no solvent);

DOI:10.1002/cjoc.201090372

Reference yield: 95.7%

1,3-Benzothiazole (95-16-9) + 2-bromo-1-chlorobenzene (694-80-4) → 2-(2-chlorophenyl)-1,3-benzothiazole (6269-46-1)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; 1,10-Phenanthroline; 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane; diisopropylamine; In water; dimethyl sulfoxide; butan-1-ol; at 70 ℃; for 8h; Reagent/catalyst; Solvent;

Reference yield: 95.0%

2-Chlorobenzonitrile (873-32-5) + 2-amino-benzenethiol (137-07-5) → 2-(2-chlorophenyl)-1,3-benzothiazole (6269-46-1)

Guidance literature:

With phosphoric acid; at 80 ℃; for 14h;

upstream raw materials:

zinc 2-aminobenzenethiolate

2-chloro-benzaldehyde

2-Chlorobenzonitrile

2-amino-benzenethiol

Downstream raw materials:

(2-(benzo[d]thiazol-2-yl)-3-chlorophenyl)(phenyl)methanone

6-bromo-2-(2-chlorophenyl)benzo[d]thiazole

2-(benzo[d]thiazol-2-yl)-3-chlorophenyl acetate

2-(benzo[d]thiazol-2-yl)-3-chloro-phenol

Refernces

• 1、 Dhawale, Kiran D.,Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.,Patil, Limbraj R.. "ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles". . p. 1588 - 1601. Retrieved 2021/03/18.
• 2、 Gadekar, Sachin P.,Lande, Machhindra K.. "Ruthenium silicate (RS-1) zeolite: novel heterogeneous efficient catalyst for synthesis of 2-arylbenzothiazole derivatives". . p. 1253 - 1267. Retrieved 2021/01/06.