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Benzoxazole, 5-chloro-2-(4-methoxyphenyl)-, is a chemical compound with the molecular formula C14H10ClNO2. It is a derivative of benzoxazole, a heterocyclic aromatic ring system consisting of a benzene ring fused to an oxazole ring. This particular compound features a 5-chloro substituent and a 4-methoxyphenyl group attached to the benzoxazole core. It is an organic compound with potential applications in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. The presence of the chlorine atom and methoxy group on the molecule can influence its reactivity, solubility, and other physical properties, making it a versatile building block for various chemical transformations.

891-15-6

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891-15-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 891-15-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,9 and 1 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 891-15:
(5*8)+(4*9)+(3*1)+(2*1)+(1*5)=86
86 % 10 = 6
So 891-15-6 is a valid CAS Registry Number.

891-15-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-chloro-2-(4-methoxyphenyl)-1,3-benzoxazole

1.2 Other means of identification

Product number -
Other names 5-chloro-2-(4-methoxy-phenyl)-benzooxazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:891-15-6 SDS

891-15-6Downstream Products

891-15-6Relevant academic research and scientific papers

Iron(III) Chloride Mediated para-Selective C-H Functionalization: Access to C5-Chloro and C5,C7-Dichloro/Dianisyl Substituted 2-Arylbenzoxazoles

Sahoo, Kanchanbala,Panda, Niranjan

, p. 1023 - 1030 (2022/02/03)

Iron(III) chloride mediated para-selective C?H chlorination and subsequent annulation of 2-amidophenol to synthesize C5- and C5, C7-chlorinated benzoxazoles was developed. Further, the oxidative cross-dehydrogenative coupling of amidophenol with anisole b

A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst

Guo, Ying,Wang, Wei David,Li, Shengyu,Zhu, Yin,Wang, Xiaoyu,Liu, Xiao,Zhang, Yuan

supporting information, p. 3689 - 3694 (2021/09/29)

The properties of high stability, periodic porosity, and tunable nature of ordered mesoporous polymers make these materials ideal catalytic nanoreactors. However, their application in organocatalysis has been rarely explored. We report herein for the first time the incorporation of a versatile organocatalyst, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), into the pores of an FDU-type mesoporous polymer via a pore surface engineering strategy. The resulting FDU-15-TEMPO possesses a highly ordered mesoporous organic framework and enhanced stability, and shows excellent catalytic activity in the selective oxidation of alcohols and aerobic oxidative synthesis of 2-substituted benzoxazoles, benzimidazoles and benzothiazoles. Moreover, the catalyst can be easily recovered and reused for up to 7 consecutive cycles.

Phosphonium acidic ionic liquid: An efficient and recyclable homogeneous catalyst for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles

Nguyen, Quang The,Thi Hang, Anh-Hung,Ho Nguyen, Thuy-Linh,Nguyen Chau, Duy-Khiem,Tran, Phuong Hoang

, p. 11834 - 11842 (2018/04/05)

A highly efficient and green strategy for the synthesis of 2-Arylbenzoxazoles, 2-Arylbenzimidazoles, and 2-Arylbenzothiazoles catalyzed by phosphonium acidic ionic liquid has been developed via the condensation of o-Aminophenol, o-phenylenediamines, and o-Aminothiophenol, respectively, with aldehydes. The reaction has a good yield, the broad substrate scope, and mild condition. Triphenyl(butyl-3-sulphonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis. Its structure was identified by 1H NMR, 13C NMR, 31P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. Interestingly, the catalyst can maintain its constantly outstanding performance till the fourth recovery.

Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes

Tran, Phuong Hoang,Thi Hang, Anh-Hung

, p. 11127 - 11133 (2018/03/26)

A novel and efficient methodology for the arylation of benzoxazoles with aromatic aldehydes catalyzed by deep eutectic solvent has been developed. The reaction smoothly proceeded with a wide range of substrates to give the desired products in high yields within short reaction time. Deep eutectic solvents are easily recovered and reused without significant loss of catalytic activity.

A new superacid hafnium-based metal-organic framework as a highly active heterogeneous catalyst for the synthesis of benzoxazoles under solvent-free conditions

Nguyen, Linh H.T.,Nguyen, The T.,Nguyen, Ha L.,Doan, Tan L.H.,Tran, Phuong Hoang

, p. 4346 - 4350 (2017/10/13)

A new crystalline porous superacid material was prepared by sulfation of a Hf-MOF constructed from a 6-connected Hf node and 1,3,5-benzenetricarboxylate. The new superacid MOF with the presence of sulfate groups coordinated to a Hf-oxo cluster as superacid sites was found to be an effective heterogeneous catalyst for solvent-free heterocyclization for benzoxazole synthesis.

p-Toluenesulfonic acid-catalyzed metal-free formal [4?+?1] heteroannulation via N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization: One-pot access to 2-aryl/hetaryl/alkyl benzazole derivatives

Srivastava, Abhijeet,Shukla, Gaurav,Singh, Maya Shankar

, p. 879 - 887 (2017/01/25)

A concise and direct one-pot [4?+?1] synthetic strategy for the construction of 2-substituted benzazoles such as benzoxazoles and benzothiazoles has been disclosed in high yields (80–98%) by cascade coupling reaction of 2-amino(thio)phenols with β-oxodithioesters. The current approach enables N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization in one-pot under solventless condition leading to diverse benzazoles without use of any external metal. A wide range of 2-amino(thio)phenols and β-oxodithioesters are compatible toward this transformation with excellent functional group tolerance. Furthermore, we preempt the wider implications of this novel strategy by demonstrating its compatibility toward versatile diversification of DNA Topoisomerase-II inhibitors.

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

Guru, Murali Mohan,Ali, Md Ashif,Punniyamurthy, Tharmalingam

, p. 5295 - 5308 (2011/08/05)

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.

Copper(II)-catalyzed conversion of bisaryloxime ethers to 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bonds formation

Guru, Murali Mohan,Ali, Md Ashif,Punniyamurthy, Tharmalingam

supporting information; experimental part, p. 1194 - 1197 (2011/04/26)

A copper(II)-catalyzed conversion of bisaryloxime ethers to 2-arylbenzoxazoles has been developed. The reaction involves a cascade C-H functionalization and C-N/C-O bond formation under oxygen atmosphere.(Figure Presented)

Palladium-catalyzed carbonylative C-H activation of heteroarenes

Wu, Xiao-Feng,Anbarasan, Pazhamalai,Neumann, Helfried,Beller, Matthias

supporting information; experimental part, p. 7316 - 7319 (2010/11/05)

Not only carbonylation: The first carbonylative cross-coupling reactions towards ketones using C-H activation have been developed. Various heteroarenes, such as oxazoles, thiazoles, and imidazoles were used as coupling partners in this methodology. DBU =

Synthesis of benzazoles by hydrogen-transfer catalysis

Blacker, A. John,Farah, Mohamed M.,Hall, Michael I.,Marsden, Stephen P.,Saidi, Ourida,Williams, Jonathan M. J.

supporting information; experimental part, p. 2039 - 2042 (2009/09/08)

Transition-metal-catalyzed hydrogen-transfer reactions have been used for the conversion of alcohols into benzimidazoles and aldehydes into benzoxazoles and benzothiazoles.

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