2-Amino-6-(trifluoromethyl)benzothiazole

Base Information

• Chemical Name: 2-Amino-6-(trifluoromethyl)benzothiazole
• CAS No.: 777-12-8
• Molecular Formula: C8H5F3N2S
• Molecular Weight: 218.202
• Hs Code.: 2934999090
• European Community (EC) Number: 625-369-0
• DSSTox Substance ID: DTXSID40371044
• Nikkaji Number: J520.031H
• Wikidata: Q27465194
• ChEMBL ID: CHEMBL442384
• Mol file: 777-12-8.mol

Synonyms:777-12-8;2-Amino-6-(trifluoromethyl)benzothiazole;6-(trifluoromethyl)benzo[d]thiazol-2-amine;6-(trifluoromethyl)-1,3-benzothiazol-2-amine;2-amino-6-trifluoromethylbenzothiazole;2-Amino-6-(trifluoromethyl)-1,3-benzothiazol;2-amino-6-(trifluoromethyl)-1,3-benzothiazole;MFCD00269597;2-BENZOTHIAZOLAMINE, 6-(TRIFLUOROMETHYL)-;6-Trifluoromethyl-benzothiazol-2-ylamine;CHEMBL442384;6-(Trifluoromethyl)-1,3-benzothiazol-2-ylamine;3wk8;SCHEMBL1417399;DTXSID40371044;BCP26977;2-amino-6-trifluoromethylbenzthiazole;6-trifluoromethyl-2-benzothiazolamine;BBL028472;BDBM50002341;STK946229;6-Trifluoromethylbenzothiazol-2-amine;AKOS000113941;AB05523;FS-1092;6-(trifluoromethyl)-2-aminobenzothiazole;SY025528;AM20041167;CS-0037012;FT-0632941;2-Amino-6-(trifluoromethyl)benzothiazole, 96%;EN300-196605;Q27465194;Z228584748;S0E

Chemical Property of 2-Amino-6-(trifluoromethyl)benzothiazole

Chemical Property:

• Melting Point: 120-124 °C
• Boiling Point: 306.7 °C at 760 mmHg
• PKA: 2.52±0.10(Predicted)
• Flash Point: 139.3 °C
• PSA: 67.15000
• Density: 1.536 g/cm³
• LogP: 3.47850
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Stench
• Solubility.: soluble in Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 218.01255383
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

98% ^*data from raw suppliers

6-(Trifluoromethyl)-1,3-benzothiazol-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiT
• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)SC(=N2)N

Technology Process of 2-Amino-6-(trifluoromethyl)benzothiazole

There total 8 articles about 2-Amino-6-(trifluoromethyl)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%

4-trifluoromethylphenylamine (455-14-1) + potassium thioacyanate (333-20-0) → 2-amino-6-trifluoromethyl-1,3-benzothiazole (777-12-8)

Guidance literature:

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

DOI:10.1055/s-0032-1317080

Reference yield: 90.0%

4-trifluoromethylphenylamine (455-14-1) + ammonium thiocyanate (1147550-11-5) → 2-amino-6-trifluoromethyl-1,3-benzothiazole (777-12-8)

Guidance literature:

With bromine; In acetic acid; at 10 ℃; for 12h;

DOI:10.1021/acs.joc.8b02098

Reference yield: 88.0%

ammonium thiocyanate + 4-trifluoromethylphenylamine (455-14-1) → 2-amino-6-trifluoromethyl-1,3-benzothiazole (777-12-8)

Guidance literature:

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

DOI:10.1016/j.tetlet.2021.153388

upstream raw materials:

4-trifluoromethylphenylamine

sodium thiocyanide

ammonium thiocyanate

potassium thioacyanate

Downstream raw materials:

2-Amino-3-trifluoromethyl-benzenethiol

6-(trifluoromethyl)benzo[d]thiazole

C₁₅H₈F₃N₃O₃S

N₁-(6-(trifluoromethyl)-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy}acetamide

Refernces

• 1、 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.
• 2、 Moussa, Bahia A.,El-Zaher, Asmaa A.,El-Ashrey, Mohamed K.,Fouad, Marwa A.. "Synthesis and molecular docking of new roflumilast analogues as preferential-selective potent PDE-4B inhibitors with improved pharmacokinetic profile". . p. 477 - 486. Retrieved 2018/02/28.