N-(4-methoxyphenyl)-1,3-benzothiazol-2-amine

Base Information

• Chemical Name: N-(4-methoxyphenyl)-1,3-benzothiazol-2-amine
• CAS No.: 5398-35-6
• Molecular Formula: C14H12N2OS
• Molecular Weight: 256.328
• NSC Number: 4461
• DSSTox Substance ID: DTXSID70277843
• Nikkaji Number: J2.752.567I
• Wikidata: Q27198992
• ChEMBL ID: CHEMBL1334340
• Mol file: 5398-35-6.mol

Synonyms:N-(4-methoxyphenyl)-1,3-benzothiazol-2-amine;5398-35-6;MLS000687404;N-(4-METHOXYPHENYL)BENZOTHIAZOL-2-AMINE;SMR000285100;2-benzothiazolamine, n-(4-methoxyphenyl)-;NSC4461;Benzothiazol-2-yl-(4-methoxy-phenyl)-amine;cid_220926;SCHEMBL1822612;CHEMBL1334340;BDBM49844;DTXSID70277843;CHEBI:116199;HMS2633G09;HMS3359N04;NSC 4461;NSC-4461;STK103959;2-(4-Methoxyphenylamino)benzothiazole;AKOS000125658;1,3-benzothiazol-2-yl-(4-methoxyphenyl)amine;N-(1,3-benzothiazol-2-yl)-N-(4-methoxyphenyl)amine;Q27198992;Z57186562

Chemical Property of N-(4-methoxyphenyl)-1,3-benzothiazol-2-amine

Chemical Property:

• Vapor Pressure: 5.62E-07mmHg at 25°C
• Boiling Point: 411.4°Cat760mmHg
• Flash Point: 202.6°C
• Density: 1.305g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 256.06703418
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=NC3=CC=CC=C3S2

Technology Process of N-(4-methoxyphenyl)-1,3-benzothiazol-2-amine

There total 17 articles about N-(4-methoxyphenyl)-1,3-benzothiazol-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: 95.0%

2-iodophenylamine (615-43-0) + 4-Methoxyphenyl isothiocyanate (2284-20-0) → benzothiazol-2-yl-(4-methoxyphenyl)amine (5398-35-6)

Guidance literature:

With tetrabutylammomium bromide; copper(I) bromide; In dimethyl sulfoxide; at 40 ℃; for 20h;

DOI:10.1016/j.tetlet.2009.11.086

Reference yield: 93.0%

2-chlorobenzo[d][1,3]thiazole (615-20-3) + 4-methoxy-aniline (104-94-9) → benzothiazol-2-yl-(4-methoxyphenyl)amine (5398-35-6)

Guidance literature:

at 100 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.1c01019

Reference yield: 92.0%

4-Methoxyphenyl isothiocyanate (2284-20-0) + 2-bromoaniline (615-36-1) → benzothiazol-2-yl-(4-methoxyphenyl)amine (5398-35-6)

Guidance literature:

With copper(l) iodide; 4-phenyl-1-(3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranos-6-yl)-1H-1,2,3-triazole; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscombsci.9b00004

upstream raw materials:

2-amino-benzenethiol

1-(4-methoxyphenyl)thiourea

N-(4-methoxyphenyl)cyanamide

2-iodophenylamine

Refernces

• 1、 Mishra, Nidhi,Singh, Anoop S.,Agrahari, Anand K.,Singh, Sumit K.,Singh, Mala,Tiwari, Vinod K.. "Synthesis of Benz-Fused Azoles via C-Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands". supporting information. p. 389 - 399. Retrieved 2019/05/06.
• 2、 Chen, Ling,Huang, Bin,Nie, Quan,Cai, Mingzhong. "A practical synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in ionic liquids". . p. 446 - 450. Retrieved 2016/05/19.