2-Bromo-4-phenylthiazole

Base Information

• Chemical Name: 2-Bromo-4-phenylthiazole
• CAS No.: 57516-16-2
• Molecular Formula: C9H6 Br N S
• Molecular Weight: 240.123
• Hs Code.: 2934100090
• European Community (EC) Number: 676-570-5
• DSSTox Substance ID: DTXSID20432844
• Nikkaji Number: J2.927.987J
• Wikidata: Q72511405
• ChEMBL ID: CHEMBL4061611
• Mol file: 57516-16-2.mol

Synonyms:2-Bromo-4-phenylthiazole;57516-16-2;2-bromo-4-phenyl-1,3-thiazole;Thiazole, 2-bromo-4-phenyl-;SCHEMBL2225468;CHEMBL4061611;DTXSID20432844;2-Bromo-4-phenylthiazole, 97%;WUZLTINVLOBXQS-UHFFFAOYSA-N;BBL031439;MFCD09746507;STK940275;AKOS002339285;AM85827;AC-27362;NS-03346;A8202;FT-0602196;EN300-223000;F2169-0016

Chemical Property of 2-Bromo-4-phenylthiazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 55-59°C
• Boiling Point: 330.536ºC at 760 mmHg
• Flash Point: 153.703ºC
• PSA: 41.13000
• Density: 1.563g/cm3
• LogP: 3.57260
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.94043
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-4-phenylthiazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC(=N2)Br
• Uses: Used in the sono gashira reaction which is pd-catalyzed. Precursor in the synthesis of N-substituted 2-aminothiazole derivatives(antitubercular agents).

Technology Process of 2-Bromo-4-phenylthiazole

There total 8 articles about 2-Bromo-4-phenylthiazole 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: 93.0%

α-bromoacetophenone (70-11-1) → 2-Phenyl-2-hydroxyethyl thiocyanate (189364-41-8) + 2-bromo-4-phenyl-1,3-thiazole (57516-16-2)

Guidance literature:

In ethanol;

Reference yield: 84.0%

2-Phenyl-2-hydroxyethyl thiocyanate (189364-41-8) → 2-bromo-4-phenyl-1,3-thiazole (57516-16-2)

Guidance literature:

With hydrogen bromide; In dichloromethane;

Reference yield: 73.0%

4-phenyl-3H-1,3-thiazol-2-one (3884-31-9) → 2-bromo-4-phenyl-1,3-thiazole (57516-16-2)

Guidance literature:

With phosphorus(V) oxybromide; at 100 ℃; for 10h; Sealed tube;

upstream raw materials:

α-bromoacetophenone

2-Phenyl-2-hydroxyethyl thiocyanate

2-oxo-2-phenylethylthiocyanate

acetophenone

Downstream raw materials:

1-(4-phenylthiazol-2-yl)-4-(thiophen-2-yl)-1H-1,2,3-triazole

3-(1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)pyridine

2-(1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)pyridine

(1-(4-phenylthiazol-2-yl)-1H-1,2,3-triazol-4-yl)methyl (E)-cinnamate

Refernces

• 1、 Xie, Jingjing,Si, Xiaojia,Gu, Shoulai,Wang, Mingliang,Shen, Jian,Li, Haoyan,Li, Dan,Fang, Yanjia,Liu, Cong,Zhu, Jidong. "Allosteric Inhibitors of SHP2 with Therapeutic Potential for Cancer Treatment". . p. 10205 - 10219. Retrieved 2018/01/10.
• 2、 Kono, Mitsunori,Matsumoto, Takahiro,Kawamura, Toru,Nishimura, Atsushi,Kiyota, Yoshihiro,Oki, Hideyuki,Miyazaki, Junichi,Igaki, Shigeru,Behnke, Craig A.,Shimojo, Masato,Kori, Masakuni. "Synthesis, SAR study, and biological evaluation of a series of piperazine ureas as fatty acid amide hydrolase (FAAH) inhibitors". . p. 28 - 41. Retrieved 2013/02/22.