Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI)

Base Information

• Chemical Name: Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI)
• CAS No.: 16458-73-4
• Molecular Formula: C₁₀H₈N₂S
• Molecular Weight: 188.253
• Mol file: 16458-73-4.mol

Synonyms:Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI)

Chemical Property of Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI)

Chemical Property:

• Melting Point: 157-158 °C
• Boiling Point: 291.8±40.0 °C(Predicted)
• PKA: 4.66±0.40(Predicted)
• PSA: 45.54000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 2.85740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI)

There total 10 articles about Thiazolo[3,2-a]benzimidazole, 2-methyl- (8CI,9CI) 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: 96.0%

2-methylene-2,3-dihydrobenzo[4,5]imidazo[2,1-b]thiazole (54045-52-2) → 2-methylbenzo[4,5]imidazo[2,1-b]thiazole (16458-73-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1021/acs.joc.0c01137

Reference yield: 79.0%

5-methyl-2-thiazol-2-amine (7305-71-7) + ortho-iodophenylboronic acid (1008106-86-2) → 2-methylbenzo[4,5]imidazo[2,1-b]thiazole (16458-73-4)

Guidance literature:

With copper diacetate; caesium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 24h;

DOI:10.1021/acs.joc.5b01396

Reference yield: 78.0%

2-iodophenyl isothiocyanate (98041-44-2) + Propargylamine (2450-71-7) → 2-methylbenzo[4,5]imidazo[2,1-b]thiazole (16458-73-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; 1,10-Phenanthroline; In dimethyl sulfoxide; at 25 ℃; for 8h; Inert atmosphere;

upstream raw materials:

2-methyl-2,3-dihydrobenzo[4,5]imidazo[2,1-b]thiazol-3-ol

1-(2-thioxo-2,3-dihydro-benzoimidazol-1-yl)-propan-2-one

2-(2-propynylsulfanyl)-1H-1,3-benzimidazole

Benzimidazol-2-thiol

Downstream raw materials:

2-methylene-2,3-dihydrobenzo[4,5]imidazo[2,1-b]thiazole

Refernces

• 1、 Rasheed, Sk.,Rao, D. Nageswar,Das, Parthasarathi. "Copper-Catalyzed Inter- and Intramolecular C-N Bond Formation: Synthesis of Benzimidazole-Fused Heterocycles". . p. 9321 - 9327. Retrieved 2015.
• 2、 Wang, Haofeng,Wu, Xin,Wang, Luyu,Li, Erfei,Li, Xiaoyu,Tong, Tao,Kang, Honglan,Xie, Jianwu,Shen, Guodong,Lv, Xin. "One-Pot Synthesis of Benzimidazo[2,1-b]thiazoline Derivatives through an Addition/Cyclization/Oxidative Coupling Reaction". . p. 11934 - 11941. Retrieved 2020/10/23.