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Naphtho[2,1-d]thiazole, 2-phenyl- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

90016-94-7

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90016-94-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 90016-94-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,0,0,1 and 6 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 90016-94:
(7*9)+(6*0)+(5*0)+(4*1)+(3*6)+(2*9)+(1*4)=107
107 % 10 = 7
So 90016-94-7 is a valid CAS Registry Number.

90016-94-7Downstream Products

90016-94-7Relevant academic research and scientific papers

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

Duan, Dehao,Han, Xiaowei,He, Haiping,Huang, Panpan,Li, Hong,Nie, Liang,Peng, Xiangjun,Tang, Bo,Wang, Hanyu,Wei, Yifei

, (2022/01/13)

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.

NH4I-promoted oxidative formation of benzothiazoles and thiazoles from arylacetic acids and phenylalanines with elemental sulfur

Xia, Yujia,Huang, Huawen,Hu, Wei,Deng, Guo-Jun

supporting information, p. 5108 - 5113 (2021/06/21)

A NH4I/K3PO4-based catalytic system has been established to enable oxidative formation of thiazole compounds from arylacetic acids and phenylalanines with elemental sulfur. While the three-component reaction of anilines or β-naphthylamines with arylacetic acids and elemental sulfur affords benzo[2,1-d]thiazoles and naphtho[2,1-d]thiazoles, the annulation of phenylalanines with elemental sulfur produces 2-benzyl and 2-benzoylthiazoles. This work well complements previous three-component annulations of benzothiazoles from other coupling partners.

Riboflavin as Photoredox Catalyst in the Cyclization of Thiobenzanilides: Synthesis of 2-Substituted Benzothiazoles

Bouchet, Lydia M.,Heredia, Adrián A.,Argüello, Juan E.,Schmidt, Luciana C.

supporting information, p. 610 - 614 (2020/01/31)

Benzothiazoles are synthesized from thiobenzanilides using riboflavin as a photosensitizer and potassium peroxydisulfate as a sacrificial oxidizing agent under visible light irradiation. The methodology accepts a broad range of functional groups and affords the 2-substituted benzothiazoles by transition-metal-free organic photoredox catalysis under very mild conditions.

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

Kim, Jihyeon,Oh, Kyungsoo

, p. 3576 - 3582 (2020/08/05)

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

Wang, Kewei,Jia, Zhifang,Bai, Yang,Wang, Xue,Hodgkiss, Sophie E.,Chen, Linjiang,Chong, Samantha Y.,Wang, Xiaoyan,Yang, Haofan,Xu, Yongjie,Feng, Feng,Ward, John W.,Cooper, Andrew I.

supporting information, p. 11131 - 11138 (2020/07/13)

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.

Synthesis method of 2-substituted benzothiazole compound under catalyst-free and additive-free conditions

-

Paragraph 0034-0039, (2020/11/22)

The invention discloses a synthesis method of 2-substituted benzothiazole compound under catalyst-free and additive-free conditions The synthesis method comprises the following steps: adding an aromatic amine compound, a benzylamine compound, an inorganic sulfur source and a solvent into a reaction tube, carrying out a stirring reaction at 130-150 DEG C, cooling the reaction product to room temperature after the reaction is finished, separating and purifying the product to obtain the 2-substituted benzothiazole compound, wherin gram-level experiment scale with good yield can be achieved through the reaction. According to the reaction, the aromatic amine compound and the benzylamine compound are used as substrates to synthesize the 2-substituted benzothiazole compound, no catalyst or additive is needed, reaction conditions are relatively mild, and the 2-substituted benzothiazole compound has high functional group tolerance. The invention develops a method for synthesizing the 2-substituted benzothiazole compound with good or extremely high yield by simple and direct operation and atom economy through multi-component reaction.

TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles

Zhang, Jie,Zhao, Xin,Liu, Ping,Sun, Peipei

, p. 12596 - 12605 (2019/10/11)

An efficient TBHP/KI-promoted annulation of anilines with ethers and elemental sulfur has been developed through the selective C-O bond cleavage of ethers under transition-metal-free conditions. A wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles were easily prepared with satisfactory yields and good functional group compatibility.

ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME

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Paragraph 0314; 0327-0331, (2019/11/27)

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. A compound according to the present invention is used for an organic layer, preferably a light emitting layer, a hole transporting layer, an electron transport layer, or an electron transport auxiliary layer of the organic electroluminescent device, thereby being able to improve luminous efficiency, driving voltage, lifespan and the like of the organic electroluminescent device.COPYRIGHT KIPO 2019

Efficient 2-aryl benzothiazole formation from acetophenones, anilines, and elemental sulfur by iodine-catalyzed oxidative C(CO)-C(alkyl) bond cleavage

Liu, Yafeng,Yuan, Xinglong,Guo, Xin,Zhang, Xueguo,Chen, Baohua

, p. 6057 - 6062 (2018/09/11)

A novel and efficient iodine-catalyzed one-pot reaction of aromatic amines, acetophenones, and elemental sulfur for the synthesis of 2-aryl benzothiazoles is described. The process involves sequential C?S and C-N bond formation followed by C(CO)?C bond cleavage from readily accessible starting materials. A wide range of functional groups is tolerated under oxidant and metal-free condition and moderate to good product yields are obtained.

Electrochemical intramolecular dehydrogenative C-S bond formation for the synthesis of benzothiazoles

Wang, Pan,Tang, Shan,Lei, Aiwen

supporting information, p. 2092 - 2095 (2017/07/24)

An external oxidant-free intramolecular dehydrogenative C-S cross-coupling has been developed under undivided electrolytic conditions. Various 2-aminobenzothiazoles could be synthesized with up to 99% yield from the direct combination of aryl isothiocyanates with amines. In the presence of a base, this reaction protocol is also applicable for the synthesis of benzothiazoles from N-aryl thioamides.

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