2-Amino-6-fluorobenzothiazole

Base Information

• Chemical Name: 2-Amino-6-fluorobenzothiazole
• CAS No.: 348-40-3
• Molecular Formula: C7H5FN2S
• Molecular Weight: 168.195
• Hs Code.: 29342000
• European Community (EC) Number: 609-034-6
• NSC Number: 266095
• DSSTox Substance ID: DTXSID50313051
• Nikkaji Number: J309.037J
• Wikidata: Q27460213
• ChEMBL ID: CHEMBL98406
• Mol file: 348-40-3.mol

Synonyms:2-Amino-6-fluorobenzothiazole;348-40-3;6-fluorobenzo[d]thiazol-2-amine;6-Fluoro-1,3-benzothiazol-2-amine;2-Benzothiazolamine, 6-fluoro-;6-Fluoro-benzothiazol-2-ylamine;MFCD00013336;6-fluoro-2-benzothiazolamine;CHEMBL98406;2-amino-6-fluorobenzo-1,3-thiazole;2-amino-6-fluoro-1,3-benzothiazole;NSC266095;Maybridge1_006546;Oprea1_016706;Oprea1_694425;SCHEMBL78948;2-amino-6-flurobenzothiazole;6-Fluorobenzothiazol-2-amine;MLS001005445;6-fluoro-2-aminobenzothiazole;BIDD:GT0092;2-amino 6-fluoro benzothiazole;2-amino-6-fluoro benzothiazole;2-amino-6-fluoro-benzothiazole;6-fluoro-2-amino benzothiazole;6-fluoro-2-benzothiazole-amine;2-amino-6-fluoro-benzo-thiazole;HMS560B12;DTXSID50313051;CHEBI:194809;HMS2645K14;6-luoro-1,3-benzothiazol-2-amine;BCP27384;BDBM50578095;PC8076;STK141971;2-Amino-6-fluorobenzothiazole, 99%;AKOS000108778;6-fluoranyl-1,3-benzothiazol-2-amine;AC-1179;CS-W019510;DS-0862;FS-1160;NSC-266095;SB18600;SDCCGMLS-0066208.P001;6-Fluoro-1,3-benzothiazol-2-amine #;SMR000383987;SY030627;AM20040242;BB 0245426;FT-0611204;EN300-17218;P10026;A822428;SR-01000535118;J-019778;SR-01000535118-1;Q27460213;Z56899125;F1911-0016

Chemical Property of 2-Amino-6-fluorobenzothiazole

Chemical Property:

• Appearance/Colour: off-white to tan crystalline powder
• Vapor Pressure: 9.22mmHg at 25°C
• Melting Point: 183-185 °C(lit.)
• Refractive Index: 1.501
• Boiling Point: 312 °C at 760 mmHg
• PKA: 3.77±0.10(Predicted)
• Flash Point: 142.5 °C
• PSA: 67.15000
• Density: 1.491 g/cm³
• LogP: 2.59880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 168.01574750
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)SC(=N2)N

Technology Process of 2-Amino-6-fluorobenzothiazole

There total 15 articles about 2-Amino-6-fluorobenzothiazole 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%

potassium thioacyanate (333-20-0) + 4-fluoroaniline (371-40-4) → 2-amino-6-fluoro-1,3-benzothiazole (348-40-3)

Guidance literature:

potassium thioacyanate; 4-fluoroaniline; With acetic acid; at 20 ℃; for 0.166667h; Inert atmosphere;

With bromine; at 20 ℃; for 21h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02806

Reference yield: 94.0%

ammonium thiocyanate + 4-fluoroaniline (371-40-4) → 2-amino-6-fluoro-1,3-benzothiazole (348-40-3)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; In water; dimethyl sulfoxide; at 70 ℃; for 1h;

DOI:10.1016/j.tetlet.2021.153388

Reference yield: 85.0%

ammonium thiocyanate + 4-fluoroaniline (371-40-4) → 2-amino-6-fluoro-1,3-benzothiazole (348-40-3)

Guidance literature:

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

DOI:10.1002/jhet.5570180425

upstream raw materials:

(4-fluoro-phenyl)-thiourea

sodium thiocyanide

4-fluoroaniline

copper(I) thiocyanate

Downstream raw materials:

N-(6-fluorobenzo[d]thiazol-2-yl)acetamide

N-(6-fluoro-3-methyl-3H-benzothiazol-2-yliden)-acetamide

2-chloro-6-fluorobenzothiazole

2-Guanidino-thiazole-4-carboxylic acid (6-fluoro-benzothiazol-2-yl)-amide; hydrochloride

Refernces

• 1、 Kukreja, Sharu,Sidhu, Anjali,Sharma, Vineet K.. "Synthesis of novel 7-fluoro-3-substituted-1,2,4-triazolo[3,4-b]benzothiazoles (FTBs) as potent antifungal agents: molecular docking and in silico evaluation". . p. 8329 - 8344. Retrieved 2016.
• 2、 Agarwal, Dinesh Kr.,Agarwal, Shikha,Gandhi, Divyani,Prajapat, Prakash,Sethiya, Ayushi. "Design, synthesis and antimicrobial study of novel 1-(1,3-benzothiazol-2-yl)-3-chloro-4H-spiro[azetidine-2,3'-indole]-2',4(1'H)-diones through ketene–imine cycloaddition reaction". . p. 141 - 148. Retrieved 2020/02/04.
• 3、 Dhar S. Yadav, Lal,Krishna Pal Singh, Rana,Singh, Manjula. "Visible-light photoredox catalytic approach for the direct synthesis of 2-aminobenzothiazoles from anilines". . . Retrieved 2020/02/13.