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

Base Information

• Chemical Name: 2-(3-Nitrophenyl)-1,3-thiazole
• CAS No.: 105361-75-9
• Molecular Formula: C9H6N2O2S
• Molecular Weight: 206.225
• DSSTox Substance ID: DTXSID10473125
• Wikidata: Q82302300
• Mol file: 105361-75-9.mol

Synonyms:2-(3-nitrophenyl)-1,3-thiazole;105361-75-9;Thiazole, 2-(3-nitrophenyl)-;2-(3-Nitrophenyl)thiazole;2-(3-nitro-phenyl)-thiazole;SCHEMBL2311878;DTXSID10473125;ITKRJFNDXYFPNU-UHFFFAOYSA-N;AKOS034477002;EN300-45260;AB01006770-01;Z497926008

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

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 206.01499861
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C2=NC=CS2

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

There total 4 articles about 2-(3-Nitrophenyl)-1,3-thiazole 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: 91.0%

2-chloroethanal (107-20-0) + 3-nitrothiobenzamide (70102-34-0) → 2‐(3‐nitrophenyl)‐1,3‐thiazole (105361-75-9)

Guidance literature:

With acetic acid; In water; for 1h; Reflux;

Reference yield: 85.0%

2-phenylthiazole (1826-11-5) → 2‐(3‐nitrophenyl)‐1,3‐thiazole (105361-75-9)

Guidance literature:

With silver(I) nitrite; dodecacarbonyl-triangulo-triruthenium; tricyclohexylphosphine tetrafluoroborate; bis-[(trifluoroacetoxy)iodo]benzene; Trimethylacetic acid; In 1,2-dichloro-ethane; at 100 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Concentration; Catalytic behavior; Sealed tube;

DOI:10.1039/c9ob01930h

Reference yield: 37.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + m-nitrobenzene boronic acid (13331-27-6) → 2‐(3‐nitrophenyl)‐1,3‐thiazole (105361-75-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acschemneuro.8b00396

upstream raw materials:

2-chloroethanal

3-nitrothiobenzamide

2-bromo-1,3-thiazole

m-nitrobenzene boronic acid

Downstream raw materials:

3-(5-chloro-thiazol-2-yl)-phenylamine

5-benzyl-2-(3-nitropheny)thiazole

5-chloro-2-(3-nitro-phenyl)-thiazole

3‐(1,3‐thiazol‐2‐yl)aniline

Refernces

• 1、 Zhang, Dong,Gao, Di,Cai, Jinlin,Wu, Xiaoyu,Qin, Hong,Qiao, Kai,Liu, Chengkou,Fang, Zheng,Guo, Kai. "The ruthenium-catalyzed: Meta -selective C-H nitration of various azole ring-substituted arenes". supporting information. p. 9065 - 9069. Retrieved 2019/10/28.
• 2、 -. "DIARYLUREAS AS CB1 ALLOSTERIC MODULATORS". Paragraph 69; 72; 103. . Retrieved 2018/12/02.