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5-Chloro-2-(4-nitrophenyl)-1,3-benzoxazole is a chemical compound with the molecular formula C14H7ClN2O3. It is a derivative of benzoxazole, a heterocyclic aromatic ring system consisting of a benzene ring fused to an oxazole ring. The compound features a chlorine atom at the 5-position, a nitro group at the 4-position of the phenyl ring, and a phenyl group attached to the benzoxazole core. 5-chloro-2-(4-nitrophenyl)-1,3-benzoxazole is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals due to its unique structure and reactivity. It is typically synthesized through a condensation reaction involving o-aminophenol and 4-nitrobenzaldehyde, followed by cyclization and chlorination steps. The compound's properties, such as its solubility, stability, and reactivity, make it a valuable intermediate in the development of new chemical entities with potential therapeutic or pesticidal activity.

893-18-5

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893-18-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 893-18-5 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 3 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 893-18:
(5*8)+(4*9)+(3*3)+(2*1)+(1*8)=95
95 % 10 = 5
So 893-18-5 is a valid CAS Registry Number.

893-18-5Downstream Products

893-18-5Relevant 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

KMnO4/HOAc system promoted one-pot synthesis of benzoxazoles from o-aminophenols or oxidative cyclization of o-hydroxyarylidene anilines at room temperature

Mirjalili,Bamoniri,Bagheri

, p. 809 - 814 (2016/04/05)

1,3-Benzoxazoles via oxidative cyclization of corresponding o-hydroxyarylidene anilines was synthesized in the presence of KMnO4/HOAc system. This system also was applied for the one-pot synthesis of 1,3-benzoxazoles from o-amino phenols and aldehydes. The both protocols were processed at room temperature under solvent-free conditions with good to excellent yields.

Iodine (III)-mediated synthesis of some 2-aryl/ hetarylbenzoxazoles as antibacterial/antifungal agents

Kumar, Ravi,Nair, Reshmi R.,Dhiman, Saurabh Sudha,Sharma, Jitender,Prakash, Om

experimental part, p. 541 - 550 (2011/11/01)

Ten 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a-h) were synthesized via oxidative cyclization of Schiff bases (3a, 3b, and 4a-h) with 1.1 equivalent of iodobenzene diacetate (IBD) in methanol. All of these 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a-h) were tested in vitro for their antibacterial and antifungal activities against Bacillus subtilis, Bacillus stearothermophilus, Escherichia coli, and Pseudomonas putida. These compounds also were screened for their antifungal activity against Aspergillus flavus and Aspergillus niger. Biological activity of these compounds was compared with those of commercially available antibiotics, chloramphenicol and antifungal agent cycloheximide. Most of these compounds, 5a, 5b, 6a, 6b, 6d, 6e, 6g, 6h, were equipotent or more potent than these commercial drugs at concentration 100 μg/ml. Birkhaeuser Boston 2009.

Efficient aerobic oxidative synthesis of 2-substituted benzoxazoles, benzothiazoles, and benzimidazoles catalyzed by 4-Methoxy-TEMPO

Chen, Yong-Xing,Qian, Ling-Feng,Zhang, Wei,Han, Bing

supporting information; experimental part, p. 9330 - 9333 (2009/05/15)

(Chemical Equation Presented) Setting the TEMPO: The scheme shows the efficient aerobic synthesis of 2-substituted benzoxazoles, benzothiazoles, and benzimidazoles where 4-methoxy-2,2,6,6-tetramethyl-1-piperidinyloxy free radical (4-Methoxy-TEMPO) is used as the catalyst.

Hypervalent iodine(III) mediated synthesis of 2-substituted benzoxazoles

Prakash, Om,Batra, Anita,Sharma, Vijay,Saini, Rajesh K.,Verma, Rajender S.

, p. 1031 - 1034 (2007/10/03)

2-Substituted benzoxazoles (6a-j, 7a-e, 7j-l) have been synthesized via the oxidative intramolecular cyclization of Schiff's bases (4a-j, 5a-e, 5j-l) using iodobenzene diacetate (IBD) as an oxidant in dry methanol. A one-pot procedure for the synthesis of 6a-j, 7a-e and 7j-l starting from o-aminophenol/p-chloro-o- aminophenol and aldehydes has also been developed.

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