3-Benzylbenzothiazolium

Base Information

• Chemical Name: 3-Benzylbenzothiazolium
• CAS No.: 4614-22-6
• Molecular Formula: C14H12BrNS
• Molecular Weight: 306.226
• DSSTox Substance ID: DTXSID40963509
• ChEMBL ID: CHEMBL1362470
• Mol file: 4614-22-6.mol

Synonyms:3-benzylbenzothiazolium;3-benzylbenzothiazolium bromide;3-benzylbenzothiazolium iodide

Chemical Property of 3-Benzylbenzothiazolium

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 32.12000
• Density: g/cm³
• LogP: 0.24110
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 304.98738
• Heavy Atom Count: 17
• Complexity: 225

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C[N+]2=CSC3=CC=CC=C32.[Br-]

Technology Process of 3-Benzylbenzothiazolium

There total 1 articles about 3-Benzylbenzothiazolium 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: 100.0%

1,3-Benzothiazole (95-16-9) + benzyl bromide (100-39-0) → 3-benzylbenzothiazolium bromide (4614-22-6)

Guidance literature:

In neat (no solvent); at 75 ℃;

DOI:10.1002/anie.201508368

Reference yield: 89.0%

3-benzylbenzothiazolium bromide (4614-22-6) → 3-benzylbenzo[d]thiazole-2(3H)-thione (33682-61-0)

Guidance literature:

With sulfur; tert-Butyl peroxybenzoate; In 1,3-dioxane; at 130 ℃; for 0.133333h; Temperature;

DOI:10.1021/acs.orglett.1c00751

Reference yield: 84.0%

nickel(II) acetate tetrahydrate (6018-89-9) + 3-benzylbenzothiazolium bromide (4614-22-6) + toluene (108-88-3,15644-74-3,16713-13-6) → dibromobis(N-benzylbenzothiazolin-2-ylidene)nickel(II)*0.2(toluene)

Guidance literature:

In tetrahydrofuran; (under N2, Schlenk); mixt. of Ni(CH3CO2)2*4H2O and ligand stirred under vac. at 50°C for 1 h, THF added, refluxed overnight, cooled; solvent removed under vac., ppt. washed with hexane, extd. with toluene,cooled to -20°C for several d; elem. anal.;

DOI:10.1039/b815876b

upstream raw materials:

1,3-Benzothiazole

benzyl bromide

Downstream raw materials:

4-benzyl-2-phenyl-2,3-dihydro-4H-benzothiazin-3-one

4-benzyl-2-p-tolyl-4H-benzo[1,4]thiazin-3-one

4-benzyl-2-(4-chloro-phenyl)-4H-benzo[1,4]thiazin-3-one

2,4-dibenzyl-2H-benzo[b][1,4]thiazin-3(4H)-one

Refernces

• 1、 Oru?, Zeynep ?pek,G?k, Lütfiye,Türkmen, Hayati,?ahin, Onur,Büyükgüng?r, Orhan,?etinkaya, Bekir. "Piano-stool benzothiazol-2-ylidene Ru(II) complexes for effective transfer hydrogenation of carbonyls". . p. 36 - 44. Retrieved 2017/11/15.
• 2、 Bertolasi, Valerio,Bortolini, Olga,Donvito, Adelaide,Fantin, Giancarlo,Fogagnolo, Marco,Giovannini, Pier Paolo,Massi, Alessandro,Pacifico, Salvatore. "Unexpected reactivity of diaryl α-diketones with thiazolium carbenes: Discovery of a novel multicomponent reaction for the facile synthesis of 1,4-thiazin-3-ones". experimental part. p. 6579 - 6586. Retrieved 2012/09/08.