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Methanone, bis(4-methylphenyl)-, oxime, also known as bis(4-methylphenyl)methanone oxime or 4,4'-dimethylbenzophenone oxime, is an organic compound with the chemical formula C15H14NO. It is a derivative of benzophenone, featuring two methyl groups attached to the phenyl rings and an oxime functional group. This colorless to pale yellow crystalline solid is used as an intermediate in the synthesis of various chemicals, including pharmaceuticals and dyes. It is also employed as a reagent in analytical chemistry for the detection of aldehydes and ketones. The compound is synthesized by reacting 4-methylbenzophenone with hydroxylamine, followed by oxidation to form the oxime. Methanone, bis(4-methylphenyl)-, oxime is sensitive to light and heat, and it is typically stored in a cool, dark place to maintain its stability.

1714-49-4

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1714-49-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1714-49-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,7,1 and 4 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1714-49:
(6*1)+(5*7)+(4*1)+(3*4)+(2*4)+(1*9)=74
74 % 10 = 4
So 1714-49-4 is a valid CAS Registry Number.

1714-49-4Relevant academic research and scientific papers

Microdroplets as Microreactors for Fast Synthesis of Ketoximes and Amides

Zhang, Wenwen,Yang, Shiwei,Lin, Qiuyu,Cheng, Heyong,Liu, Jinhua

, p. 851 - 859 (2019)

The formation of amide bonds is one of the most valuable transformations in organic synthesis. Beckmann rearrangement is a well-known method for producing secondary amides from ketoximes. This study demonstrates the rapid synthesis of ketoximes and amides in microdroplets. Many factors are found to affect the yield, such as microdroplet generation devices, temperature, catalysts, and concentrations of reactants. In particular, the temperature has a great influence on the synthesis of amide, which is demonstrated by a sharp ascendance to the yield when the temperature was increased to 45 °C. The best amide yield (93.3%) can be obtained by using coaxial flowing devices, a sulfonyl chloride compound as a catalyst, and heating to 55 °C in microdroplets. The yields can reach 78.7-91.3% for benzoylaniline and 87.2-93.4% for benzophenone oximes in several seconds in microdroplets compared to 10.1-66.1% and 82.5-93.3% in several hours in the bulk phase. Apart from the dramatically decreased reaction time and enhanced reaction yields, the microdroplet synthesis is also free of severe reaction environments (anhydrous and anaerobic conditions). In addition, the synthesis in microdroplets also saves reactants and solvents and reduces the waste amounts. All of these merits indicate that the microdroplet synthesis is a high-efficiency green methodology.

Rhodium(iii)-catalyzed asymmetric [4+1] spiroannulations of: O -pivaloyl oximes with α-diazo compounds

Chang, Junbiao,Deng, Wei-Qiao,Kong, Lingheng,Li, Xingwei,Liu, Bingxian,Sun, Lincong,Wang, Fen,Zhao, Yanlian

supporting information, p. 8268 - 8271 (2021/08/25)

Chiral RhIII catalysts can catalyze the asymmetric [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C-H activation and N-O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities. This journal is

Vilsmeier-Haack reagent mediated synthetic transformations with an immobilized iridium complex photoredox catalyst

Zhi, Peng,Xi, Zi-Wei,Wang, Dan-Yan,Wang, Wei,Liang, Xue-Zheng,Tao, Fei-Fei,Shen, Run-Pu,Shen, Yong-Miao

supporting information, p. 709 - 717 (2019/01/10)

An immobilized iridium complex photocatalyst Ir(ppy)2(PDVB-py) was synthesized by immobilization of the iridium complex onto the nanoporous vinylpyridine-divinylbenzene copolymer (PDVB-py). Its application for the synthesis of amides, nitriles, and anhydrides was reported via reactions under the action of the visible-light-driven in situ generated Vilsmeier-Haack reagent from CBr4 in DMF. The results showed that this heterogeneous photocatalyst has extremely high activity and excellent stability to be recycled five times.

o-Phthalic Anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement under mild conditions

Xu, Ze-Feng,Zhang, Teng,Hong, Wenjun

supporting information, p. 3113 - 3117 (2019/05/08)

o-Phthalic anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement was developed, producing the corresponding amide in up to 99% yield with acid-sensitive functionalities tolerated well, and the scale of the reaction could be enlarged to 77 mmol and the excellent yield was maintained. A successive procedure was developed. Moreover, the reaction was carried out at rt under nearly neutral conditions, and the workup was concise. These features illustrated the potential of the protocol in amide synthesis.

Pt-catalyzed O-silylation of oximes by tri-substituted organosilanes

Bhatt, Shreeja V.,Bhatt, Shreya V.,Fotie, Jean

supporting information, p. 1636 - 1639 (2019/06/04)

Silylated derivatives of oximes are important intermediates in organic synthesis, and have found application in the preparation of various nitrogen containing compounds including nitriles, amines, nitrones, and hydroxylamines. An efficient method for the

Asymmetric Nitrone Synthesis via Ligand-Enabled Copper-Catalyzed Cope-Type Hydroamination of Cyclopropene with Oxime

Li, Zhanyu,Zhao, Jinbo,Sun, Baozhen,Zhou, Tingting,Liu, Mingzhu,Liu, Shuang,Zhang, Mengru,Zhang, Qian

supporting information, p. 11702 - 11705 (2017/09/07)

We report realization of the first enantioselective Cope-type hydroamination of oximes for asymmetric nitrone synthesis. The ligand promoted asymmetric cyclopropene "hydronitronylation" process employs a Cu-based catalytic system and readily available starting materials, operates under mild conditions and displays broad scope and exceptionally high enantio- and diastereocontrol. Preliminary mechanistic studies corroborate a CuI-catalytic profile featuring an olefin metalla-retro-Cope aminocupration process as the key C-N bond forming event. This conceptually novel reactivity enables the first example of highly enantioselective catalytic nitrone formation process and will likely spur further developments that may significantly expedite chiral nitrone synthesis.

Palladium-catalyzed annulation of acyloximes with arynes (or alkynes): Synthesis of phenanthridines and isoquinolines

Gerfaud, Thibaud,Neuville, Luc,Zhu, Jieping

supporting information; experimental part, p. 572 - 577 (2009/04/14)

(Chemical Equation Presented) Intermolecular insertion: A palladium-catalyzed domino aminopalladation/C-H functionalization sequence has been developed, and provides access to functionalized phenanthridines and isoquinolines (see scheme; Tf = triflate, TM

Mercury-catalyzed rearrangement of ketoximes into amides and lactams in acetonitrile

Ramalingan, Chennan,Park, Yong-Tae

, p. 4536 - 4538 (2008/02/04)

(Chemical Equation Presented) An acetonitrile solution of mercury(II) chloride has been found to catalyze efficiently the conversion of a diverse range of ketoximes into their corresponding amides/lactams.

IMINO ETHER DERIVATIVE COMPOUNDS AND DRUGS CONTAINING THE COMPOUNDS AS THE ACTIVE INGREDIENT

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Page/Page column 22, (2010/02/14)

The compound represented by formula (I) (wherein R1 and R2 are cyclic group which may have a substituent(s) and so on.; W is a spacer of which main chain has an atom number of 1-6.; X is -O- and so on.; ringA is cyclic group which may have a substituent(s).; Y is a spacer of which main chain has an atom number of 1-6 and so on.; Z is acidic group.) a salt thereof, a solvent thereof or an N-oxide thereof or a prodrug thereof Since the compounds in the present invention have a regulatory activity for peroxisome proliferator activated receptor, the compounds in the present invention are useful as a preventive and/or therapeutic agent for diseases associating metabolic disorders (e.g., hypercholesterolemia, hyperlipoproteinemia, etc.), hyperlipidemia, atherosclerosis, hypertension, circulatory diseases, overeating, ischemic heart diseases, etc., an HDL cholesterol-elevating agent, an LDL cholesterol and/or a VLDL cholesterol-lowering agent and a drug for relief from risk factors of diabetes or metabolic syndrom.

(Partial) agonist/antagonist properties of novel diarylalkyl carbamates on histamine H3 receptors

Sasse,Stark,Ligneau,Elz,Reidemeister,Ganellin,Schwartz,Schunack

, p. 1139 - 1149 (2007/10/03)

In the search for new ligands of the histamine H3 receptor, novel diarylalkyl carbamates (1-19 were synthesized as derivatives of 3-(1H- imidazol-4-yl)propanol and -ethanol. Carbamates were built up via isocyanates either from corresponding amines by reaction with diphosgene or from related carboxylic acid/diphenylphosphoryl azide and the alcoholic component. Sterically hindered amines were prepared in a two-step reaction sequence from corresponding ketones. Some of the title compounds showed (partial) agonist activity at the histamine H3 receptor in vitro and in vivo. Diphenylmethyl carbamate 2 was identified as a new lead structure (ED50 = 5.3 ± 2.6 mg/kg po, α = 1.0). Aromatic substitution in ortho- or para-positions of 2 led to a loss of agonist activity. meta-Substitution was tolerated to some extent. These effects seemed to be caused by steric rather than electronic properties of the substituents. An investigation of exchange of one or both phenyl rings of 2 by heterocyclic rings led to the highly active and selective thienyl derivative 18 (ED50 = 3.4 ± 1.4 mg/kg po, α = 1.0). These new (partial) agonists of the histamine H3 receptor might serve as pharmacological tools for investigating molecular aspects of the H3 receptor or as possible centrally acting therapeutic agents with oral bioavailability. (C) 2000 Elsevier Science Ltd.

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