2-Amino-6-bromobenzothiazole

Base Information

• Chemical Name: 2-Amino-6-bromobenzothiazole
• CAS No.: 15864-32-1
• Molecular Formula: C7H5BrN2S
• Molecular Weight: 229.1
• Hs Code.: 29342000
• European Community (EC) Number: 629-076-9
• NSC Number: 270077
• UNII: 6HV373Y6FE
• DSSTox Substance ID: DTXSID7065960
• Nikkaji Number: J182.571B
• Wikidata: Q72438450
• ChEMBL ID: CHEMBL98352
• Mol file: 15864-32-1.mol

Synonyms:2-Amino-6-bromobenzothiazole;15864-32-1;6-bromobenzo[d]thiazol-2-amine;6-bromo-1,3-benzothiazol-2-amine;2-Benzothiazolamine, 6-bromo-;6-Bromo-benzothiazol-2-ylamine;6-Bromo-2-aminobenzothiazole;6-Bromobenzothiazol-2-ylamine;C7H5BrN2S;6-BROMO-2-BENZOTHIAZOLAMINE;2-Amino-6-bromo-1,3-benzothiazole;2-AMINO-6-BROMO BENZOTHIAZOLE;Benzothiazole, 2-amino-6-bromo-;MFCD00152229;MLS003115405;(6-Bromobenzothiazol-2-yl)amine;NSC 270077;NSC-270077;2-Amino-6-Bromo benthiazole;2-amino-6-bromo-benzothiazole;NSC270077;6-Bromobenzothiazol-2-amine;CHEMBL98352;SCHEMBL105971;C7-H5-Br-N2-S;6HV373Y6FE;DTXSID7065960;2-amino-6-bromobenzo[d]thiazole;Benzothiazole, 1-amino-5-bromo-;BCP11471;2-Amino-6-bromobenzothiazole, 97%;GEO-00083;STK387567;AKOS000111706;CS-W009227;AC-24710;BP-12355;SMR001337148;SY007630;AM20030068;BB 0246321;FT-0637287;EN300-02269;A18249;4X-0349;W-200140;Z56858257;F0722-0232

Chemical Property of 2-Amino-6-bromobenzothiazole

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 213-217 °C(lit.)
• Refractive Index: 1.783
• Boiling Point: 366.8 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 175.7 °C
• PSA: 67.15000
• Density: 1.836 g/cm³
• LogP: 3.22220
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 227.93568
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-bromobenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)SC(=N2)N
• Uses: 2-Amino-6-bromobenzothiazole may be used in the synthesis of the following 2-amino-6-arylbenzothiazole compounds:6-p-tolylbenzo[d]thiazole-2-amine6-(4chlorophenyl)benzo[d]thiazole-2-amine6-(4-methoxyphenyl)benzo[d]thiazole-2-amine 6-(3,5-bis(triflouromethyl)phenyl)benzo[d]thiazole-2-amine6-phenylbenzo[d]thiazole-2-amineIt may be employed as a ligand (L) in the synthesis of organometallic derivatives of Rh(I) [Rh(CO)2(L)(Cl)].

Technology Process of 2-Amino-6-bromobenzothiazole

There total 24 articles about 2-Amino-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: 99.0%

potassium thioacyanate (333-20-0) + 4-bromo-aniline (106-40-1) → 2-amino-6-bromobenzothiazole (15864-32-1)

Guidance literature:

With sodium iodide dichloride; at 70 ℃; for 2h;

DOI:10.1055/s-0032-1317080

Reference yield: 92.0%

ammonium thiocyanate + 4-bromo-aniline (106-40-1) → 2-amino-6-bromobenzothiazole (15864-32-1)

Guidance literature:

With bromine; In acetic acid; at 10 ℃; for 0.5h;

DOI:10.1002/jhet.5570180425

Reference yield: 91.0%

ammonium thiocyanate (1147550-11-5) + 4-bromo-aniline (106-40-1) → 2-amino-6-bromobenzothiazole (15864-32-1)

Guidance literature:

With dimethylbromosulphonium bromide; In acetonitrile; at 20 ℃; for 0.666667h;

DOI:10.1055/s-2007-992367

upstream raw materials:

2-aminobenzothiazole

2-amino-benzthiazole

1-(4-bromophenyl)thiourea

ammonium thiocyanate

Downstream raw materials:

3-benzyl-2-(6-bromo-benzothiazol-2-ylimino)-5-methyl-thiazolidin-4-one

7-bromo-2-(4-nitro-phenyl)-benzo[d]imidazo[2,1-b]thiazole

N-(6-bromobenzo[d]thiazol-2-yl)-2-chloroacetamide

7-Bromo-2-phenylimidazo<2,1-b>benzothiazole

Refernces

• 1、 Potopnyk, Mykhaylo A.,Volyniuk, Dmytro,Luboradzki, Roman,Ceborska, Magdalena,Hladka, Iryna,Danyliv, Yan,Gra?ulevi?ius, Juozas Vidas. "Application of the Suzuki-Miyaura Reaction for the Postfunctionalization of the Benzo[4,5]thiazolo[3,2- c][1,3,5,2]oxadiazaborinine Core: An Approach toward Fluorescent Dyes". . p. 5614 - 5626. Retrieved 2019.
• 2、 Zhu, Yu-Shen,Shi, Linlin,Fu, Lianrong,Chen, Xiran,Zhu, Xinju,Hao, Xin-Qi,Song, Mao-Ping. "Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles". supporting information. p. 1497 - 1500. Retrieved 2021/09/09.
• 3、 Takemoto, Yasushi,Kadota, Shin,Minami, Itsunari,Otsuka, Shinya,Okuda, Satoshi,Abo, Masahiro,Punzalan, Louvy Lynn,Shen, Yan,Shiba, Yuji,Uesugi, Motonari. "Chemical Genetics Reveals a Role of Squalene Synthase in TGFβ Signaling and Cardiomyogenesis". supporting information. p. 21824 - 21831. Retrieved 2021/08/30.