6-Bromobenzothiazole

Base Information

• Chemical Name: 6-Bromobenzothiazole
• CAS No.: 53218-26-1
• Molecular Formula: C7H4BrNS
• Molecular Weight: 214.085
• Hs Code.: 29339900
• European Community (EC) Number: 688-067-8
• DSSTox Substance ID: DTXSID60383563
• Nikkaji Number: J2.502.701I
• Wikidata: Q72451719
• Mol file: 53218-26-1.mol

Synonyms:6-Bromobenzothiazole;53218-26-1;6-bromo-1,3-benzothiazole;6-bromobenzo[d]thiazole;6-Bromo-benzothiazole;Benzothiazole, 6-bromo-;MFCD04115372;SCHEMBL10543;6-bromanyl-1,3-benzothiazole;DTXSID60383563;YJOUISWKEOXIMC-UHFFFAOYSA-N;STL267699;AKOS005199014;AB19945;CS-W003182;FS-2687;6-bromo-1,3-benzothiazole, AldrichCPR;BP-10781;SY019446;A7742;AM20040643;FT-0620965;EN300-314377;A829453;J-518287;InChI=1/C7H4BrNS/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4

Chemical Property of 6-Bromobenzothiazole

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 52℃
• Refractive Index: 1.718
• Boiling Point: 291.493 °C at 760 mmHg
• PKA: 0.21±0.10(Predicted)
• Flash Point: 130.09 °C
• PSA: 41.13000
• Density: 1.748 g/cm³
• LogP: 3.05880
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.92478
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

6-Bromobenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)SC=N2

Technology Process of 6-Bromobenzothiazole

There total 14 articles about 6-Bromobenzothiazole 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%

→ 6-bromo-1,3-benzothiazole (53218-26-1)

Guidance literature:

With water; caesium carbonate; for 0.166667h; Microwave irradiation;

Reference yield: 88.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-amino-5-bromobenzenethiol (23451-95-8) → 6-bromo-1,3-benzothiazole (53218-26-1)

Guidance literature:

With H₂SiEt₂; carbon dioxide; tris(pentafluorophenyl)borate; at 120 ℃; for 24h;

DOI:10.1039/c6nj01721e

Reference yield: 79.0%

2-amino-6-bromobenzothiazole (15864-32-1) → 6-bromo-1,3-benzothiazole (53218-26-1)

Guidance literature:

With silver(I) nitrite; In 1,2-dichloro-ethane; at 80 ℃; for 72h; Sealed tube;

upstream raw materials:

1,3-benzothiazol-6-amine

6-nitrobenzo[d]thiazole

2-amino-6-bromobenzothiazole

1,3-Benzothiazole

Downstream raw materials:

1-(benzo[d]thiazol-6-yl)ethan-1-one

6-bromo-2-phenylbenzo[d]thiazole

1,3-benzthiazol-6-ylboronic acid

1-(6-bromobenzo[d]thiazol-2-yl)ethan-1-one

Refernces

• 1、 Wu, Yue,Guo, Peng,Chen, Long,Duan, Weijie,Yang, Zengzhuan,Wang, Tao,Chen, Ting,Xiong, Fei. "Iron-catalyzed tandem oxidative coupling and acetal hydrolysis reaction to prepare formylated benzothiazoles and isoquinolines". supporting information. p. 3271 - 3274. Retrieved 2021/04/07.
• 2、 Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming. "K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles". supporting information. p. 3789 - 3793. Retrieved 2020/06/04.