Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide

Base Information

• Chemical Name: Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide
• CAS No.: 20064-83-9
• Molecular Formula: C18H19 N2 S . I
• Molecular Weight: 422.333
• Hs Code.: 2934999090
• NSC Number: 10526,662424
• ChEMBL ID: CHEMBL1990403
• Mol file: 20064-83-9.mol

Synonyms:NSC662424;SCHEMBL8387879;CHEMBL1990403;20064-83-9;NSC10526;NSC-10526;AKOS001032237;NSC-662424;Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide;2-(4-N-N-Dimethylaminostyryl)-3-methyl Iodide;N,N-dimethyl-4-[(E)-2-(3-methyl-1,3-benzothiazol-3-ium-2-yl)vinyl]aniline hydroiodide

Chemical Property of Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 35.36000
• Density: g/cm³
• LogP: 0.96620
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 422.03137
• Heavy Atom Count: 22
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=C(SC2=CC=CC=C21)C=CC3=CC=C(C=C3)N(C)C.[I-]
• Isomeric SMILES: C[N+]1=C(SC2=CC=CC=C21)/C=C/C3=CC=C(C=C3)N(C)C.[I-]

Technology Process of Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide

There total 8 articles about Benzothiazolium, 2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-3-methyl-, iodide 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: 92.0%

2,3-dimethylbenzothiazolium iodide (2785-06-0) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-(4-(dimethylamino)styryl)-3-methylbenzo[d]thiazol-3-ium iodide (20064-83-9)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.saa.2021.120518

Reference yield: 83.0%

2,3-dimethylbenzothiazolium iodide (2785-06-0) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-((E)-2-[4-(dimethylamino)phenyl]vinyl)-3-methyl-1,3-benzothiazol-3-ium iodide (20064-83-9)

Guidance literature:

With piperidine; In methanol; Reflux;

DOI:10.1021/acs.jmedchem.1c00465

Reference yield:

2-Methylbenzothiazole (120-75-2) → 2-((E)-2-[4-(dimethylamino)phenyl]vinyl)-3-methyl-1,3-benzothiazol-3-ium iodide (20064-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 6 h / Reflux

2: piperidine / ethanol / 6 h / Reflux

With piperidine; In ethanol; acetonitrile;

DOI:10.1016/j.dyepig.2015.02.015

upstream raw materials:

2,3-dimethylbenzothiazolium iodide

4-dimethylamino-benzaldehyde

2-Methylbenzothiazole

Downstream raw materials:

2-(4-dimethylamino-styryl)-3-methyl-benzooxazolium; toluene-4-sulfonate

Refernces

• 1、 Kang, Yongqiang,Wei, Chunying. "Highly selective turn-on red fluorescence probes for visualization of the G-quadruplexes DNA in living cells". . . Retrieved 2021/10/27.
• 2、 Ma, Lijun,Yang, Shu,Ma, Yufan,Chen, Yuzhi,Wang, Zhenguo,James, Tony D.,Wang, Xuefei,Wang, Zhuo. "Benzothiazolium Derivative-Capped Silica Nanocomposites for β-Amyloid ImagingIn Vivo". . p. 12617 - 12627. Retrieved 2021/09/30.