90016-94-7

Basic information

• Product Name: Naphtho[2,1-d]thiazole, 2-phenyl-
• CAS NO: 90016-94-7
• Molecular Formula: C17H11NS
• Molecular Weight: 261.347
• Mol File: 90016-94-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Naphtho[2,1-d]thiazole, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphtho[2,1-d]thiazole, 2-phenyl-(90016-94-7)
• EPA Substance Registry System: Naphtho[2,1-d]thiazole, 2-phenyl-(90016-94-7)

Safety Data

• Hazardous Substances Data: 90016-94-7(Hazardous Substances Data)

Upstream product

• 91-59-8 naphthalen-2-ylamine 
• 2835-06-5 phenylglycin 
• 103-82-2 phenylacetic acid 
• 580-13-2 2-bromonaphthalene 
• 100-46-9 benzylamine 
• 98-88-4 benzoyl chloride 
• 538-86-3 benzyl methyl ether 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 104-87-0 4-methyl-benzaldehyde 
• 100-52-7 benzaldehyde 
• 125427-05-6 N-(1-chloro-[2]naphthyl)-benzamide 
• 125427-03-4 N-(1-chloro-2-naphthyl)thiobenzamide 
• 90016-93-6 2-Amino-1-iodonaphthalene 
• 26144-40-1 Copper(I) thiobenzoate 

Relevant articles and documents

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

Copper-Catalyzed Aerobic Oxidation of Amines to Benzothiazoles via Cross Coupling of Amines and Arene Thiolation Sequence

A one-pot three-component synthesis of benzothiazoles has been developed using the copper-catalyzed aerobic cross coupling of amines followed by arene thiolation using elemental sulfur. The dual roles of elemental sulfur and CuCl(OH)-TMEDA in the aerobic amine oxidation and the aniline thiolation enable the facile access to benzothiazole derivatives from readily available starting materials. The operational simplicity of the current promiscuous catalyst system suggests the high synthetic potential in the preparation of heterocyclic compounds. (Figure presented.).

Synthesis of Stable Thiazole-Linked Covalent Organic Frameworks via a Multicomponent Reaction

The development of robust synthetic routes to stable covalent organic frameworks (COFs) is important to broaden the range of applications for these materials. We report here a simple and efficient three-component assembly reaction between readily available aldehydes, amines, and elemental sulfur via a C-H functionalization and oxidative annulation under transition-metal-free conditions. Five thiazole-linked COFs (TZ-COFs) were synthesized using this method. These materials showed high levels of crystallinity, high specific surface areas, and excellent physicochemical stability. The photocatalytic applications of TZ-COFs were investigated, and TZ-COF-4 gave high sacrificial hydrogen evolution rates from water (up to 4296 μmol h-1 g-1 under visible light irradiation) coupled with high stability and recyclability, with sustained hydrogen evolution for 50 h.