2-(3-Nitrophenyl)-1,3-benzothiazole

Base Information

• Chemical Name: 2-(3-Nitrophenyl)-1,3-benzothiazole
• CAS No.: 22868-33-3
• Molecular Formula: C13H8 N2 O2 S
• Molecular Weight: 256.285
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50349875
• Nikkaji Number: J989.592B
• Wikidata: Q82125409
• ChEMBL ID: CHEMBL4800339
• Mol file: 22868-33-3.mol

Synonyms:2-(3-nitrophenyl)-1,3-benzothiazole;22868-33-3;2-(3-nitrophenyl)benzo[d]thiazole;2-(3-nitrophenyl)benzothiazole;SCHEMBL8396940;CHEMBL4800339;DTXSID50349875;ARK102890;STK058805;AKOS002239258;2-(3-NITRO-PHENYL)-BENZOTHIAZOLE

Chemical Property of 2-(3-Nitrophenyl)-1,3-benzothiazole

Chemical Property:

• PSA: 86.95000
• LogP: 4.39470
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 256.03064868
• Heavy Atom Count: 18
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

2-(3-NITRO-PHENYL)-BENZOTHIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(S2)C3=CC(=CC=C3)[N+](=O)[O-]

Technology Process of 2-(3-Nitrophenyl)-1,3-benzothiazole

There total 41 articles about 2-(3-Nitrophenyl)-1,3-benzothiazole 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: 97.0%

3-nitro-benzaldehyde (99-61-6) + 2-amino-benzenethiol (137-07-5) → 2-(3-nitrophenyl)benzothiazole (22868-33-3)

Guidance literature:

With calcinated eggshell; at 20 ℃; for 0.333333h; Green chemistry;

DOI:10.1007/s11164-016-2463-5

Reference yield: 97.0%

3-Nitrobenzyl alcohol (619-25-0) + 2-amino-benzenethiol (137-07-5) → 2-(3-nitrophenyl)benzothiazole (22868-33-3)

Guidance literature:

With tetrabutyl phosphonium bromide; In water; at 80 ℃; for 2h; Catalytic behavior;

DOI:10.1039/d0ra06471h

Reference yield: 94.0%

C13H9BrN2O2S → 2-(3-nitrophenyl)benzothiazole (22868-33-3)

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 10h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscombsci.9b00004

upstream raw materials:

3-nitro-thiobenzoic acid anilide

zinc 2-aminobenzenethiolate

3-nitro-benzaldehyde

p-dimethylaminonitrosobenzene

Downstream raw materials:

3-benzothiazol-2-ylphenylamine

Refernces

• 1、 Cheng, Zhi-Qiang,Jiang, Cheng-Shi,Muehlmann, Luis Alexandre,Song, Jia-Li,Tao, Hong-Rui,Zhang, Hua,Zhang, Juan,Zhu, Kongkai. "Synthesis and biological evaluation of 2-(3-aminophenyl)-benzothiazoles as antiproliferative and apoptosis-inducing agents". . p. 2093 - 2102. Retrieved 2018.
• 2、 Datta, Arup. "Pentafluorophenylammonium Triflate: A Mild, Efficient and Reusable Catalyst for the Synthesis of 2-Arylbenzothiazole and 2-Arylbenzothiazoline Derivatives in a Green Chemical Approach". . p. 95 - 102. Retrieved 2021/03/29.
• 3、 Rao, Mugada Sugunakara,Hussain, Sahid. "One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water". . . Retrieved 2021/05/26.