2-Methyl-5-phenylbenzothiazole

Base Information

• Chemical Name: 2-Methyl-5-phenylbenzothiazole
• CAS No.: 71215-89-9
• Molecular Formula: C14H11 N S
• Molecular Weight: 225.314
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID5072301
• Nikkaji Number: J446.741H
• Wikidata: Q72494682
• ChEMBL ID: CHEMBL244583
• Mol file: 71215-89-9.mol

Synonyms:2-Methyl-5-phenylbenzothiazole;71215-89-9;2-methyl-5-phenylbenzo[d]thiazole;2-methyl-5-phenyl-1,3-benzothiazole;Benzothiazole, 2-methyl-5-phenyl-;2-Methyl-5-phenyl-benzothiazole;C14H11NS;CHEMBL244583;SCHEMBL6196778;DTXSID5072301;C14-H11-N-S;STK396224;AKOS005433758;NCGC00341705-01;AC-19510;FT-0641338;AB01334029-02;A837119

Chemical Property of 2-Methyl-5-phenylbenzothiazole

Chemical Property:

• Appearance/Colour: white to light yellow solid
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Melting Point: 89 °C
• Boiling Point: 379.3 °C at 760 mmHg
• PKA: 1.62±0.10(Predicted)
• Flash Point: 187 °C
• PSA: 41.13000
• Density: 1.199 g/cm³
• LogP: 4.27170
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.06122053
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

2-methyl-5-phenylbenzo[d]thiazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=CC(=C2)C3=CC=CC=C3

Technology Process of 2-Methyl-5-phenylbenzothiazole

There total 12 articles about 2-Methyl-5-phenylbenzothiazole 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: 94.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) + phenylboronic acid (98-80-6) → 2-methyl-5-phenylbenzo[d]thiazole (71215-89-9)

Guidance literature:

2-methyl-5-chloro-benzothiazole; phenylboronic acid; With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl; In dodecane; butan-1-ol; at 25 ℃; for 1h; Inert atmosphere; Glovebox;

With cesiumhydroxide monohydrate; In dodecane; water; butan-1-ol; at 25 ℃; Inert atmosphere; Glovebox;

DOI:10.1002/ejoc.201200918

Reference yield: 90.0%

5-bromo-2-methylbenzothiazole (63837-11-6) + phenylzinc chloride (28557-00-8) → 2-methyl-5-phenylbenzo[d]thiazole (71215-89-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 78.0%

2-methyl-5-chloro-benzothiazole (1006-99-1) + phenylmagnesium bromide (100-58-3) → 2-methyl-5-phenylbenzo[d]thiazole (71215-89-9)

Guidance literature:

2-methyl-5-chloro-benzothiazole; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; toluene; Inert atmosphere; Sealed tube;

phenylmagnesium bromide; In tetrahydrofuran; toluene; at 50 ℃; for 2h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b02631

upstream raw materials:

C₂₄H₁₆N₂O₄S₂

5-bromo-2-methylbenzothiazole

phenylzinc chloride

trimethyl(phenyl)stannane

Downstream raw materials:

(1-ethyl-6-methoxy-[2]quinolyl)-[3-(2-carboxy-ethyl)-5-phenyl-benzothiazol-2-yl]-methinium ; iodide

2-bromomethyl-5-phenylbenzothiazole

Refernces

• 1、 Yang, Junfeng,Liu, Sijia,Zheng, Jian-Feng,Zhou, Jianrong. "Room-temperature Suzuki-Miyaura coupling of heteroaryl chlorides and tosylates". supporting information. p. 6248 - 6259,12. Retrieved 2020/09/16.
• 2、 Kulkarni, Santosh S.,Newman, Amy Hauck. "Discovery of heterobicyclic templates for novel metabotropic glutamate receptor subtype 5 antagonists". . p. 2987 - 2991. Retrieved 2008/02/07.