Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt

Base Information

• Chemical Name: Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt
• CAS No.: 55526-95-9
• Deprecated CAS: 1425113-52-5
• Molecular Formula: C12H15NO3S2
• Molecular Weight: 285.388
• European Community (EC) Number: 259-698-2
• DSSTox Substance ID: DTXSID1069033
• Wikidata: Q81995823
• ChEMBL ID: CHEMBL2393324
• Mol file: 55526-95-9.mol

Synonyms:55526-95-9;Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt;EINECS 259-698-2;2-Methyl-3-(4-sulphonatobutyl)benzothiazolium;Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, hydroxide, inner salt;BAS 00482282;4-(2-methyl-1,3-benzothiazol-3-ium-3-yl)butane-1-sulfonate;LCZC1410;CHEMBL2393324;DTXSID1069033;AKOS000507510;4-(2-methylbenzo[d]thiazol-3-ium-3-yl)butane-1-sulfonate

Chemical Property of Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt

Chemical Property:

• PSA: 115.42000
• LogP: 2.46790
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 285.04933569
• Heavy Atom Count: 18
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[N+](C2=CC=CC=C2S1)CCCCS(=O)(=O)[O-]

Technology Process of Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt

There total 3 articles about Benzothiazolium, 2-methyl-3-(4-sulfobutyl)-, inner salt 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: 93.0%

1,4-butane sultone (1633-83-6) + 2-Methylbenzothiazole (120-75-2) → N-(δ-sulfonatobutyl)-2-methyl-benzothiazole (55526-95-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 145 ℃; for 3h; Inert atmosphere;

DOI:10.1039/d1tc01257f

Reference yield: 84.0%

2-Methylbenzothiazole (120-75-2) + 4-hydroxy-butane-1-sulfonic acid (26978-64-3) → N-(δ-sulfonatobutyl)-2-methyl-benzothiazole (55526-95-9)

Guidance literature:

In toluene; for 20h; Heating;

DOI:10.1515/HC.2005.11.2.129

Reference yield:

2-amino-benzenethiol (137-07-5) → N-(δ-sulfonatobutyl)-2-methyl-benzothiazole (55526-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 4 h / 150 °C / Reflux

2: 1,2-dichloro-benzene / 18 h / 110 °C

In acetic anhydride; 1,2-dichloro-benzene;

DOI:10.1016/j.molstruc.2020.128836

upstream raw materials:

1,4-butane sultone

2-Methylbenzothiazole

4-hydroxy-butane-1-sulfonic acid

2-amino-benzenethiol

Downstream raw materials:

2-[(E)-2-[4-(1,4-dioxa-7,13-dithia-10-azacyclopentadec-10-yl)phenyl]vinyl]-3-(4-sulfonatobutyl)-1,3-benzothiazolium

N,N'-Diphenyloxamid

4-<2-(2-anilinovinyl)benzothiazol-2-io>butansulfonat

C₆H₁₅N*C₄₀H₄₁N₃O₉S₄

Refernces

• 1、 Strekowski, Lucjan,Mason, J. Christian,Say, Martial,Lee, Hyeran,Gupta, Rajni,Hojjat, Maryam. "Novel synthetic route to pH-sensitive 2,6-bis(substituted ethylidene)cyclohexanone/hydroxycyanine dyes that absorb in the visible/near-infrared regions". . p. 129 - 134. Retrieved 2005.
• 2、 Baluschev, Stanislav,Dimitrova, Ralitza,Kandinska, Meglena,Landfester, Katharina,Vasilev, Aleksey. "Accumulation of the photonic energy of the deep-red part of the terrestrial sun irradiation by rare-earth metal-free: E - Z photoisomerization". . p. 7119 - 7126. Retrieved 2021/06/16.
• 3、 Critchley, Megan E.,Lawrence, Clare L.,McKenna, Sean T.,Okoh, Adeyi Okoh,Smith, Robert B.,Vishwapathi, Vinod. "N-alkylated linear heptamethine polyenes as potent non-azole leads against Candida albicans fungal infections". supporting information. . Retrieved 2020/07/21.