22868-34-4

Basic information

• Product Name: 2-(4-Nitro-phenyl)-benzothiazole
• Synonyms: 2-(4-Nitro-phenyl)-benzothiazole;2-(4-Nitrophenyl)benzo[d]thiazole;2-(4-nitrophenyl)-1,3-benzothiazole
• CAS NO: 22868-34-4
• Molecular Formula: C₁₃H₈N₂O₂S
• Molecular Weight: 256.28
• Mol File: 22868-34-4.mol
• Article Data: 194

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Nitro-phenyl)-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitro-phenyl)-benzothiazole(22868-34-4)
• EPA Substance Registry System: 2-(4-Nitro-phenyl)-benzothiazole(22868-34-4)

Safety Data

• Hazardous Substances Data: 22868-34-4(Hazardous Substances Data)

Usage

Uses

2-(4-Nitrophenyl)benzo[d]thiazole is a useful intermediate in the synthesis of 2-substituted benzoxazoles and other benzothiazoles derivatives with anti-fungal activity.

Synthesis Reference(s)

Synthetic Communications, 18, p. 1537, 1988 DOI: 10.1080/00397918808081311Synthesis, p. 128, 1974

Upstream product

• 98370-54-8 zinc 2-aminobenzenethiolate 
• 122-04-3 4-nitro-benzoyl chloride 
• 137-07-5 2-amino-benzenethiol 
• 31366-04-8 4-nitro-benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 
• 4329-73-1 N-(4-nitrobenzyl)pyridinium bromide 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 39549-05-8 bis(4-nitrobenzyl)disulfide 
• 25373-34-6 2-(4-nitrophenyl)-2,3-dihydrobenzothiazole 
• 555-16-8 4-nitrobenzaldehdye 
• 1141-88-4 2-Aminophenyl disulfide 
• 106-47-8 4-chloro-aniline 
• 104-94-9 4-methoxy-aniline 
• 100-01-6 4-nitro-aniline 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 6278-73-5 2-(4-aminophenyl)benzothiazole 
• 53544-74-4 2-(4'-nitrophenyl)-6-nitrobenzothiazole 

Relevant articles and documents

A lipophilic thioflavin-T derivative for positron emission tomography (PET) imaging of amyloid in brain

The synthesis of a new lipophilic thioflavin-T analogue (2-[4′-(methylamino)phenyl]benzothiazole, 6) with high affinity for amyloid is reported. Intravenous injection of [11C]-labeled 6 in control mice resulted in high brain uptake. Amyloid dep

Iodine-catalyzed, one-pot, solid-phase synthesis of benzothiazole derivatives

Molecular iodine was utilized in a one-pot, solid-phase, solvent-free reaction between 2-aminothiophenol and benzoic acid derivatives to obtain highly economical and excellent yield of benzothiazole derivatives in comparison to polyphosphoric acid- and [pmIm]-Br-catalyzed microwave synthesis reactions. The results of the studies revealed that the new method reduces cost by approximately 17-fold in comparison to polyphosphoric acid and has a significant cost reduction in comparison to [pmIm]-Br. Moreover, it becomes even more economical because no additional chemicals and solvents are necessary for the reaction. Copyright Taylor & Francis Group, LLC.

Method for catalyzing nitrogen heterocyclic ring aerobic dehydrogenation based on ionic liquid porous carbon material

The invention discloses a method for catalyzing nitrogen heterocycle aerobic dehydrogenation based on an ionic liquid porous carbon material, and is suitable for the field of organic synthesis. A heterogeneous catalysis system takes nitrogen heterocycle and derivatives thereof as substrates, a carbon material as a catalyst, water or ethanol as a solvent and air or oxygen spheres as an oxygen source, and a reaction is carried out at 0-80 DEG C under normal pressure, oxidative dehydrogenation of nitrogen heterocyclic compounds can be realized, and target products such as indole, quinoline, isoquinoline, quinazoline, quinoxaline, benzothiazole, Hanus ester and derivatives thereof and other medical intermediates can be synthesized. The non-metal catalyst is prepared by using the ionic liquid as the precursor, no activating agent or other additives are used in the reaction process, and the method has industrial application prospects.

Method for catalytically synthesizing benzothiazole compound by using copper complex

The invention relates to a method for catalytically synthesizing benzothiazole compounds by using a copper complex, which is characterized in that a copper complex containing ortho-carborane Schiff base ligand is used as a catalyst to form aldehydes. 2 - Bromoaniline and sodium sulfide are used as raw materials, and the reaction is carried out at room temperature to obtain a benzothiazole compound. Compared with the prior art, the copper complex catalytic aldehyde, 2 -bromoaniline and sodium sulfide (Na) containing the ortho-carborane Schiff base ligand are utilized. 2 Multiple components of S) react to prepare benzothiazole compounds, and the catalyst is low in dosage, mild in reaction conditions, high in reaction rate, high in yield, wide in substrate range, cheap and accessible in raw materials and wide in application prospect in industry.

Ultrasound-assisted efficient and green synthesis of 2-substituted benzothiazoles under solvent-free condition using recyclable sulfated tungstate

Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the synthesis of 2-substituted benzothiazoles. The corresponding benzothiazoles were obtained using a condensation reaction of 2-aminothiophenol with various aldehydes under ultrasound irradiation at room temperature. Various functional groups on the 2-aminothiophenol as well as on the aldehydes were tolerated to provide 2-substituted benzothiazoles derivatives in excellent yields. The faster reaction rate, solvent-free or mild reaction conditions, wide functional group compatibility, excellent yields, easy work-up procedure, and excellent catalyst recyclability are the advantages of this protocol. These advantages make this process more practicable, cost-effective, and environmentally benign.