2-(4-Bromophenyl)benzothiazole

Base Information

• Chemical Name: 2-(4-Bromophenyl)benzothiazole
• CAS No.: 19654-19-4
• Molecular Formula: C13H8 Br N S
• Molecular Weight: 290.183
• Hs Code.: 2934999090
• European Community (EC) Number: 687-509-7
• DSSTox Substance ID: DTXSID20368073
• Nikkaji Number: J1.834.638I
• Wikidata: Q72449221
• ChEMBL ID: CHEMBL1808312
• Mol file: 19654-19-4.mol

Synonyms:2-(4-Bromophenyl)benzothiazole;19654-19-4;2-(4-bromophenyl)benzo[d]thiazole;2-(4-bromophenyl)-1,3-benzothiazole;1-(2-Benzothiazolyl)-4-bromobenzene;2-(4-Bromo-phenyl)-benzothiazole;MFCD00579199;2-(4-bromophenyl)benzthiazole;SCHEMBL1448988;SCHEMBL4152344;CHEMBL1808312;DTXSID20368073;FQIRBKKYMJKENC-UHFFFAOYSA-N;Benzothiazole,2-(4-bromophenyl)-;AMY10388;ARK102849;NSC817072;STL169336;AKOS000472898;2-(4-Bromophenyl)benzothiazole, 97%;NSC-817072;AC-27911;AS-61256;SY046127;B2679;BB 0256445;CS-0065322;FT-0637884;F18751;A813858;J-012703;Z50128963

Chemical Property of 2-(4-Bromophenyl)benzothiazole

Chemical Property:

• Vapor Pressure: 3.53E-06mmHg at 25°C
• Melting Point: 134 °C
• Refractive Index: 1.703
• Boiling Point: 398℃
• PKA: 0.29±0.10(Predicted)
• Flash Point: 194℃
• PSA: 41.13000
• Density: 1.545
• LogP: 4.72580
• Storage Temp.: 2-8°C
• Solubility.: soluble in Toluene
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 288.95608
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

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

2-(4-Bromophenyl)benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C3=CC=C(C=C3)Br
• Uses: 2-(4-Bromophenyl)benzothiazole is a useful research chemical.

Technology Process of 2-(4-Bromophenyl)benzothiazole

There total 64 articles about 2-(4-Bromophenyl)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-phenyl 4-bromobenzothioamide (6911-90-6) → 2-(4-bromophenyl)benzothiazole (19654-19-4)

Guidance literature:

With dmap; Co^III(dimethylglyoximate)₂(4-NMe₂-C₅H₄N)Cl; [Ni(2,2'-bipyridine)₃][PF₆]₂; sodium glycinate; In acetonitrile; at 20 ℃; for 12h; Reagent/catalyst; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1021/jacs.5b05665

Reference yield: 98.0%

N-(2-bromophenyl)-4-bromobenzothioamide → 2-(4-bromophenyl)benzothiazole (19654-19-4)

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: 98.0%

4-bromo-benzaldehyde (1122-91-4) + 2-amino-benzenethiol (137-07-5) → 2-(4-bromophenyl)benzothiazole (19654-19-4)

Guidance literature:

In dimethyl sulfoxide; at 160 ℃; for 10h;

DOI:10.1039/c6tc00363j

upstream raw materials:

2-amino-benzenethiol

4-chlorobenzoyl chloride

4-bromo-benzaldehyde

(Z)-3-(4-bromophenyl)-3-chloroacrylaldehyde

Downstream raw materials:

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo-[d]thiazole

C₃₉H₃₀N₂S

2-[4-(4-methylphenyl)phenyl]-1,3-benzothiazole

2-[4-(4-methoxyphenyl)phenyl]-1,3-benzothiazole

Refernces

• 1、 Gautam, Prabhat,Maragani, Ramesh,Misra, Rajneesh. "Tuning the HOMO-LUMO gap of donor-substituted benzothiazoles". . p. 6827 - 6830. Retrieved 2014.
• 2、 Weekes, Ashley A.,Frydrych, Jan,Westwell, Andrew D.. "Convenient synthesis of substituted 2-phenylbenzothiazoles using solid-supported triphenylphosphine". . p. 2656 - 2662. Retrieved 2013.
• 3、 Sudhakar, Chithaluri,Shekhar, Vanam,Shyamsunder, Manchi,Suryakumari, Adurthi,Manojkumar, Vala. "An efficient rapid synthesis of benzoxazoles and benzothiazoles using pma.Sio2 at room temperature under heterogeneous conditions". . p. 583 - 587. Retrieved 2021/09/30.
• 4、 Chen, Haodong,Lei, Mayan,Liu, Chunyan,Sun, Wuji,Wang, Kaixuan,Wang, Xueyao,Zhong, Qidi. "Synthesis of benzothiazoles using fluorescein as an efficient photocatalyst under visible light". . . Retrieved 2021/06/22.