2-(4-Methylphenyl)-1,3-benzothiazole

Base Information

• Chemical Name: 2-(4-Methylphenyl)-1,3-benzothiazole
• CAS No.: 16112-21-3
• Molecular Formula: C14H11NS
• Molecular Weight: 225.314
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70358848
• Nikkaji Number: J347.910B
• Wikidata: Q82139730
• ChEMBL ID: CHEMBL67930
• Mol file: 16112-21-3.mol

Synonyms:16112-21-3;2-(4-methylphenyl)-1,3-benzothiazole;2-(4-methylphenyl)benzothiazole;2-(p-tolyl)benzo[d]thiazole;2-(4-Methylphenyl)-benzothiazole;2-p-Tolyl-benzothiazole;2-p-tolylbenzo[d]thiazole;2-(p-tolyl)-1,3-benzothiazole;MFCD00030228;2-(4-METHYLPHENYL)BENZTHIAZOLE;MLS-0412176.0001;Benzothiazole, 2-(4-methylphenyl)-;ALUMINUMTUNGSTATE;Enamine_000331;CHEMBL67930;cid_919385;SCHEMBL1105447;4-(benzothiazol-2-yl) toluene;BDBM62283;DTXSID70358848;JVPGYYNQTPWXGE-UHFFFAOYSA-N;HMS1394P01;ARK103177;BBL023081;STK300107;AKOS000299904;AM84263;NCGC00340144-01;CS-12306;SY046131;BB 0244261;CS-0012589;FT-0608676;Y10517;AB01095051-03;A810229;Z50129041

Chemical Property of 2-(4-Methylphenyl)-1,3-benzothiazole

Chemical Property:

• Vapor Pressure: 2.87E-05mmHg at 25°C
• Refractive Index: 1.667
• Boiling Point: 367.5 °C at 760 mmHg
• Flash Point: 178.5 °C
• PSA: 41.13000
• Density: 1.199 g/cm³
• LogP: 4.27170
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.06122053
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-methylphenyl)-1,3-benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=CC=CC=C3S2

Technology Process of 2-(4-Methylphenyl)-1,3-benzothiazole

There total 126 articles about 2-(4-Methylphenyl)-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: 99.0%

N-(2-bromophenyl)-4-methylbenzothioamide (450376-25-7) → 2-(4-methylphenyl)-1,3-benzothiazole (16112-21-3)

Guidance literature:

With copper(l) iodide; 4-phenyl-1-(3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranos-6-yl)-1H-1,2,3-triazole; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 10h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscombsci.9b00004

Reference yield: 99.0%

4-methyl-benzaldehyde (104-87-0) + 2-amino-benzenethiol (137-07-5) → 2-(4-methylphenyl)-1,3-benzothiazole (16112-21-3)

Guidance literature:

With oxygen; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 98.0%

2-iodophenylamine (615-43-0) + 4-methyl-benzaldehyde (104-87-0) → 2-(4-methylphenyl)-1,3-benzothiazole (16112-21-3)

Guidance literature:

With magnesium sulfate; copper(l) chloride; In dimethyl sulfoxide; at 110 ℃; for 6h;

DOI:10.1002/ejoc.201101773

upstream raw materials:

4-methylthiobenzanilide

para-chlorotoluene

2-amino-benzenethiol

4-methyl-benzoyl chloride

Downstream raw materials:

1-(benzothiazol-2-yl)-4-di-iso-propyloxyphosphinylmethylbenzene

4-benzothiazol-2-ylbenzylphosphonic acid

1-(benzothiazol-2-yl)-4-dimethoxyphosphinylmethylbenzene

1-(benzothiazol-2-yl)-4-di-n-propyloxyphosphinylmethylbenzene

Refernces

• 1、 Chen, Lianqing,Qu, Xingyu. "Synthesis, characterization and crystal structure of Iridium(III)bis(2-p- tolyl-benzothiazolato-N,C2)(acetylacetonate)". . p. 241 - 245. Retrieved 2009.
• 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.
• 3、 Amoozadeh, Ali,Azadeh, Rahmat Allah,Rahmani, Salman,Salehi, Mehdi,Kubicki, MacIej,Dutkiewicz, Grzegorz. "Nano-Titania-Supported Sulfonic-Acid-Catalyzed Synthesis of 2-Arylbenzothiazole Derivatives under Solvent Free Conditions". . p. 1874 - 1883. Retrieved 2015.
• 4、 Harizi, Abdallah,Zantour, Hedi. "Synthesis of fostedil (diethyl 4-(2-benzothiazolyl)benzylphosphonate) from N-acylimidates". . p. 1883 - 1891. Retrieved 2004.
• 5、 Fan, Li-Yan,Shang, Ying-Hui,Li, Xiang-Xiong,Hua, Wen-Jun. "Yttrium-catalyzed heterocyclic formation via aerobic oxygenation: A green approach to benzothiazoles". . p. 77 - 80. Retrieved 2015.
• 6、 Gao, Shang,Zhang, Wei-Yi,Duan, Qian,Liang, Qing-Cheng,Jiang, Da-Yong,Zhao, Jian-Xun,Hou, Jian-Hua. "An artificial [FeFe]-hydrogenase mimic with organic chromophore-linked thiolate bridges for the photochemical production of hydrogen". . p. 617 - 625. Retrieved 2017.
• 7、 Gao, Shang,Yang, Ting-Ting,Zhao, Jian-Xun,Duan, Qian,Liang, Qing-Cheng,Jiang, Da-Yong. "Influence of the methylene group between azadithiolate nitrogen atom and phenyl moiety on the protophilic properties of [FeFe]-hydrogenase model complexes". . p. 1929 - 1938. Retrieved 2017.
• 8、 Imoto, Mitsutaka,Mizuno, Takumi,Nomoto, Akihiro,Ogawa, Akiya,Takeda, Motonori,Teramoto, Masahiro. "Synthesis of 2-Arylbenzothiazoles from Nitrobenzenes, Benzylamines, and Elemental Sulfur via Redox Cyclization". supporting information. p. 386 - 390. Retrieved 2022/03/02.
• 9、 Laha, Joydev K.,Hunjan, Mandeep Kaur. "Diversity in Heterocycle Synthesis Using α-Iminocarboxylic Acids: Decarboxylation Dichotomy". . p. 2315 - 2323. Retrieved 2022/02/07.