2-(4-Nitrophenyl)imidazo[2,1-b]benzothiazol-7-ol

Base Information

• Chemical Name: 2-(4-Nitrophenyl)imidazo[2,1-b]benzothiazol-7-ol
• CAS No.: 914224-34-3
• Molecular Formula: C15H9N3O3S
• Molecular Weight: 311.321
• Mol file: 914224-34-3.mol

Synonyms:2-(4-Nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-ol;

Chemical Property of 2-(4-Nitrophenyl)imidazo[2,1-b]benzothiazol-7-ol

Chemical Property:

• Refractive Index: 1.805
• PSA: 111.59000
• Density: 1.61g/cm³
• LogP: 4.35300

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Nitrophenyl)benzo[d]imidazo[2,1-b]thiazol-7-ol 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Nitrophenyl)imidazo[2,1-b]benzothiazol-7-ol

There total 3 articles about 2-(4-Nitrophenyl)imidazo[2,1-b]benzothiazol-7-ol 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: 91.8%

2-amino-6-hydroxybenzothiazole (26278-79-5) + 4-Nitrophenacyl bromide (99-81-0) → 2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-ol (914224-34-3)

Guidance literature:

With sodium hydrogencarbonate; In butan-1-ol; at 110 - 115 ℃; Product distribution / selectivity; Industry scale;

Reference yield:

6-methoxybenzothiazol-2-ylamine (1747-60-0) → 2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-ol (914224-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; hydrogen bromide / 4 h / 105 - 110 °C / Industry scale

1.2: 0.5 h / 20 °C / pH 6.5 - 7 / Industry scale

2.1: sodium hydrogencarbonate / butan-1-ol / 110 - 115 °C / Industry scale

With water; hydrogen bromide; sodium hydrogencarbonate; In butan-1-ol;

Reference yield:

p-benzoquinone (106-51-4) → 2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-ol (914224-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol; water / 20 °C

2: sodium hydrogencarbonate / butan-1-ol / 3 h / Reflux

With hydrogenchloride; sodium hydrogencarbonate; In ethanol; water; butan-1-ol;

DOI:10.1021/jacs.8b10320

upstream raw materials:

2-amino-6-hydroxybenzothiazole

4-Nitrophenacyl bromide

6-methoxybenzothiazol-2-ylamine

p-benzoquinone

Downstream raw materials:

quizartinib

Quizartinib dihydrochloride

7-(2-morpholin-D₈-4-yl-ethoxy)-2-(4-nitrophenyl)imidazo[2,1-b]benzothiazole

2-(4-aminophenyl)-7-(2-morpholin-4-ylethoxy)imidazo[2,1-b][1,3]benzothiazole

Refernces

• 1、 Burslem, George M.,Song, Jayoung,Chen, Xin,Hines, John,Crews, Craig M.. "Enhancing Antiproliferative Activity and Selectivity of a FLT-3 Inhibitor by Proteolysis Targeting Chimera Conversion". supporting information. p. 16428 - 16432. Retrieved 2018/12/11.
• 2、 -. "NEW AMINOACID DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES AS INHIBITORS OF ONCOGENIC SIGNALS BY THE MET FAMILY". Page/Page column 28. . Retrieved 2011/04/24.