2-Phenylsulfanyl-1,3-benzothiazole

Base Information

• Chemical Name: 2-Phenylsulfanyl-1,3-benzothiazole
• CAS No.: 4276-60-2
• Molecular Formula: C13H9NS2
• Molecular Weight: 243.353
• European Community (EC) Number: 636-977-0
• DSSTox Substance ID: DTXSID00402186
• Nikkaji Number: J1.099.839E
• Wikidata: Q82205563
• Mol file: 4276-60-2.mol

Synonyms:4276-60-2;2-(Phenylthio)benzothiazole;2-phenylsulfanyl-1,3-benzothiazole;benzo[d]thiazole,2-(phenylthio)-;2-Phenylthiobenzothiazole;SCHEMBL1876191;2-(Phenylthio)benzo[d]thiazole;DTXSID00402186;CASOXVQOUDGNOW-UHFFFAOYSA-N;AKOS024338845;2-(PHENYLSULFANYL)-1,3-BENZOTHIAZOLE;Z86232825

Chemical Property of 2-Phenylsulfanyl-1,3-benzothiazole

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 243.01764164
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=NC3=CC=CC=C3S2

Technology Process of 2-Phenylsulfanyl-1,3-benzothiazole

There total 63 articles about 2-Phenylsulfanyl-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: 98.0%

iodobenzene (591-50-4) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → 2-(phenylthio)benzothiazole (4276-60-2)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 10h;

DOI:10.1016/j.tet.2011.02.064

Reference yield: 97.0%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + phenylhydrazine (100-63-0) → 2-(phenylthio)benzothiazole (4276-60-2)

Guidance literature:

With C₂₆H₃₆N₂O₆; oxygen; cesium fluoride; zinc(II) chloride; In water; at 70 ℃; for 7h; under 750.075 Torr; Schlenk technique;

Reference yield: 95.0%

1,3-Benzothiazole (95-16-9) + diphenyldisulfane (882-33-7) → 2-(phenylthio)benzothiazole (4276-60-2)

Guidance literature:

With oxygen; silver(I) acetate; copper(II) acetate monohydrate; In 5,5-dimethyl-1,3-cyclohexadiene; at 145 ℃; for 15h;

DOI:10.1016/j.tetlet.2013.08.097

upstream raw materials:

2-chlorobenzo[d][1,3]thiazole

thiophenol

S-(1,3-benzothiazol-2-yl) O-phenyl thiocarbonate

benzo[d]thiazol-2-yl thiocyanate

Downstream raw materials:

2-cyclohexyl-benzothiazole

2-(furan-2-yl)-1,3-benzothiazole

3-ethyl-2-phenylsulfanyl-benzothiazolium; iodide

Refernces

• 1、 Luo, Rui-Qiang,Guo, Shao Peng,Xiao, Hong-Liu,Li, Qing-Han. "Cross-coupling reaction of organoalane reagents with 2-mercaptobenzo-5-membered heterocycles for efficient synthesis of benzo-5-membered heterocycle sulfides". . . Retrieved 2021/12/03.
• 2、 Zi, You,Wagner, Konrad,Sch?mberg, Fritz,Vilotijevic, Ivan. "Selective C-H chalcogenation of thiazoles: Via thiazol-2-yl-phosphonium salts". . p. 5183 - 5191. Retrieved 2020/07/23.