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N-hydroxy-N-(4-methylphenyl)benzamide is a chemical compound with the molecular formula C14H13NO2. It is a derivative of benzamide, featuring a hydroxyl group (-OH) and a 4-methylphenyl group attached to the nitrogen atom. This organic compound is known for its potential applications in the synthesis of various pharmaceuticals and agrochemicals, particularly as a precursor in the production of herbicides and other chemical intermediates. Its structure provides a foundation for further chemical modifications, making it a versatile building block in organic synthesis.

1503-92-0

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1503-92-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1503-92-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,0 and 3 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1503-92:
(6*1)+(5*5)+(4*0)+(3*3)+(2*9)+(1*2)=60
60 % 10 = 0
So 1503-92-0 is a valid CAS Registry Number.

1503-92-0Relevant academic research and scientific papers

Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromo-anilides

Du, Yuanbo,Feng, Lei,Gao, Hongyin,Guo, Lirong,Lu, Haifeng,Xi, Zhenguo

supporting information, (2021/05/19)

A facile approach for synthesizing ortho-bromoanilides from readily available aryhydroxylamines and thionyl bromide is demonstrated in this work. Mild reaction conditions and broad scope of substrates ranging from heterocyclic structures to pharmaceutics-potential motifs are used in the reactions of this paper. Efficient bromination of ortho C–H bonds of the aryhydroxylamines has been achieved. Ortho-bromoanilide products were obtained in good to excellent yields, and model scaled-up reactions of this synthetic approach are shown in this work.

Cascade Approach to Highly Functionalized Biaryls by a Nucleophilic Aromatic Substitution with Arylhydroxylamines

Guo, Lirong,Liu, Fengting,Wang, Liying,Yuan, Hairui,Feng, Lei,Kürti, László,Gao, Hongyin

supporting information, p. 2894 - 2898 (2019/04/25)

A transition-metal free synthesis of highly functionalized 2-hydroxy-2′-amino-1,1′-biaryls from N-arylhydroxylamines has been developed. This operationally simple and readily scalable approach relies on a cascade of reactions that initially generates transient N,O-diarylhydroxylamines, via direct O-arylation, which then undergo rapid [3,3]-sigmatropic rearrangement and subsequent rearomatization to form NOBIN-type products. These structurally diverse functionalized biaryls are obtained under mild conditions in good to excellent isolated yields.

Interrupted fischer-indole intermediates via oxyarylation of alkenyl boronic acids

Wang, Heng-Yen,Anderson, Laura L.

supporting information, p. 3362 - 3365 (2013/07/26)

The oxyarylation of alkenyl boronic acids with N-arylbenzhydroxamic acids has been achieved under both copper-mediated and copper-catalyzed conditions to provide access to interrupted Fischer-indole intermediates. This transformation is believed to proceed through a copper-promoted C-O bond forming event followed by a [3,3] rearrangement. The scope of the method is described and mechanistic experiments are discussed.

N-heterocyclic-carbene-catalyzed one-pot synthesis of hydroxamic esters

Song, Xiaoxiao,Ni, Qijian,Grossmann, Andre,Enders, Dieter

supporting information, p. 2965 - 2969 (2014/01/06)

The honey pot: The NHC-catalyzed reaction between nitrosobenzenes, aromatic/aliphatic aldehydes, and enals proceeded through an aza-benzoin-type reaction and an internal redox esterification to afford hydroxamic esters in good yields. Copyright

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