4-(Trifluoromethoxy)benzo[d]thiazol-2-amine

Base Information

• Chemical Name: 4-(Trifluoromethoxy)benzo[d]thiazol-2-amine
• CAS No.: 235101-36-7
• Molecular Formula: C₈H₅F₃N₂OS
• Molecular Weight: 234.202
• European Community (EC) Number: 861-105-2
• DSSTox Substance ID: DTXSID80442803
• Nikkaji Number: J2.699.845J
• Wikidata: Q72442720
• ChEMBL ID: CHEMBL442192
• Mol file: 235101-36-7.mol

Synonyms:235101-36-7;4-(Trifluoromethoxy)benzo[d]thiazol-2-amine;4-(trifluoromethoxy)-1,3-benzothiazol-2-amine;2-amino-4-trifluoromethoxybenzothiazol;2-AMINO-4-TRIFLUOROMETHOXYBENZOTHIAZOLE;2-Benzothiazolamine, 4-(trifluoromethoxy)-;2-amino-4-triflouromethoxybenzothiazol;CHEMBL442192;SCHEMBL1420069;DTXSID80442803;STL570224;AKOS009251893;4-(trifluoromethoxy)-2-benzothiazolamine;2-amino-4-(trifluoromethoxy)benzothiazole;BS-43828;4-Trifluoromethoxy-benzothiazol-2-yl-amine;CS-0080654;D74237;EN300-172900;A912881;Z3074330992

Chemical Property of 4-(Trifluoromethoxy)benzo[d]thiazol-2-amine

Chemical Property:

• Melting Point: 72 °C
• Boiling Point: 296.277 °C at 760 mmHg
• Flash Point: 132.984 °C
• PSA: 77.11000
• Density: 1.573 g/cm³
• LogP: 2.70720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 234.00746845
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Riluzole4-TrifluoromethoxyIsomer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)SC(=N2)N)OC(F)(F)F
• Uses: Riluzole 4-Trifluoromethoxy Isomer is an impurity of Riluzole (R510000), a neuroprotective agent. Modulates glutamatergic transmission. A glutamate release inhibitor. An anticonvulsant.

Technology Process of 4-(Trifluoromethoxy)benzo[d]thiazol-2-amine

There total 4 articles about 4-(Trifluoromethoxy)benzo[d]thiazol-2-amine 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: 73.0%

6-bromo-4-(trifluoromethoxy)-1,3-benzothiazol-2-amine → SKA-35 (235101-36-7)

Guidance literature:

With triethylamine; palladium; In ethanol; ethyl acetate;

Reference yield: 41.0%

N-<2-(trifluoromethoxy)phenyl>thiourea (175205-24-0) → SKA-35 (235101-36-7)

Guidance literature:

With bromine; In chloroform; for 2.5h; Heating;

DOI:10.1021/jm980202u

Reference yield:

2-trifluoromethoxy aniline (1535-75-7) → SKA-35 (235101-36-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / sodium hydrogen sulfite, 20 percent aq. HCl / 14 h / 90 °C

2: 41 percent / Br₂ / CHCl₃ / 2.5 h / Heating

With hydrogenchloride; bromine; sodium hydrogensulfite; In chloroform;

DOI:10.1021/jm980202u

upstream raw materials:

N-<2-(trifluoromethoxy)phenyl>thiourea

2-trifluoromethoxy aniline

ammonium thiocyanate

Refernces

• 1、 -. "IMIDAZOTHIADIAZOLE DERIVATIVES AS PROTEASE ACTIVATED RECEPTOR 4 (PAR4) INHIBITORS FOR TREATING PLATELET AGGREGATION". Paragraph 00209. . Retrieved 2013/11/18.
• 2、 Jimonet, Patrick,Audiau, Fran?ois,Barreau, Michel,Blanchard, Jean-Charles,Boireau, Alain,Bour, Yvette,Coléno, Marie-Annick,Doble, Adam,Doerflinger, Gilles,Do Huu, Claudine,Donat, Marie-Hélène,Duchesne, Jean Marie,Ganil, Pierre,Guérémy, Claude,Honoré, Eliane,Just, Bernard,Kerphirique, Roselyne,Gontier, Sylvie,Hubert, Philippe,Laduron, Pierre M.,Blevec, Joseph Le,Meunier, Mireille,Miquet, Jean-Marie,Nemecek, Conception,Pasquet, Martine,Piot, Odile,Pratt, Jeremy,Rataud, Jean,Reibaud, Michel,Stutzmann, Jean-Marie,Mignani, Serge. "Riluzole series. synthesis and in vivo 'antiglutamate' activity of 6- substituted-2-benzothiazolamines and 3-substituted-2-imino-benzothiazolines". . p. 2828 - 2843. Retrieved 2007/10/03.