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1,4-Naphthalenedione, 2-[(2-hydroxyphenyl)amino]-, also known as 2-(2-hydroxyphenyl)amino-1,4-naphthoquinone, is an organic compound with the molecular formula C16H11NO3. It is a derivative of 1,4-naphthoquinone, featuring an amino group attached to the 2-position of the naphthalene ring and a hydroxyphenyl group at the same position. 1,4-Naphthalenedione, 2-[(2-hydroxyphenyl)amino]- is known for its potential applications in the synthesis of dyes and pigments, as well as in the pharmaceutical industry for the development of certain drugs. It is characterized by its yellow crystalline appearance and is soluble in organic solvents. The compound's chemical structure and properties make it a versatile building block in organic synthesis, with potential applications in various industrial and scientific fields.

19073-35-9

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19073-35-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 19073-35-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,0,7 and 3 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 19073-35:
(7*1)+(6*9)+(5*0)+(4*7)+(3*3)+(2*3)+(1*5)=109
109 % 10 = 9
So 19073-35-9 is a valid CAS Registry Number.

19073-35-9Downstream Products

19073-35-9Relevant academic research and scientific papers

Synthesis, spectral characterization, crystal structure, cytotoxicity and apoptosis—Inducing activity of two derivatives of 2-hydroxy-1,4-naphthaquinone

Kavitha Rani,Fernandez, Annette,Laila, Shiny P.,Arunkumar,Sreelakshmi,Vishnu

, p. 250 - 259 (2017)

A phenaxazone compound [5H-Benzo[a]phenoxazin-5-one (BP)] along with an aminoquinone[2-[(o-hydroxyphenyl)amino]-1,4-naphthaquinone (HAN)] derivatives were synthesized from lawsone using ultrasound irradiation technique. The structure of the compounds were

Crystal structure, NMR and theoretical investigations on 2-(o-hydroxy-anilino)-1,4-napthoquinone

Feizi, Nourollah,Pinjari, Rahul V.,Gejji, Shridhar P.,Sayyed, Fareed B.,Gonnade, Rajesh,Rane, Sandhya Y.

, p. 144 - 151 (2010)

Crystal structure, 1H NMR and cyclic voltammetric investigations of 2-(o-hydroxy-anilino)-1,4-napthoquinone (HAN), resulting from coupling of aminophenol with 2-hydroxy-1,4-napthoquinone, have been carried out. X-ray structure reveals that the HAN ligand crystallizes in orthorhombic space group Pca21 with Z = 4, forming a chain via inter-molecular O2?H1A{single bond}O1 and C15{single bond}H15?O3 interactions. Both 1H NMR and cyclic voltammetry experiments suggest the titled ligand is associated and exists as dimer in d6-DMSO while the monomer has been predicted in CDCl3 solution. Density functional calculations can be utilized to gauge the strength of hydrogen-bonded interactions from the 1H chemical shifts in the NMR spectra. Self-consistent reaction field (SCRF) calculations further support the inferences drawn from cyclic voltammetry experiments.

t-BuOK mediated oxidative coupling amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines

Dong, Yu,Mei, Ting,Luo, Qi-Qi,Feng, Qiang,Chang, Bo,Yang, Fan,Zhou, Hong-Wei,Shi, Zhi-Chuan,Wang, Ji-Yu,He, Bing

, p. 6776 - 6780 (2021/02/21)

The transition-metal free amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines, such as various (hetero)aromatic amine and aliphatic aminevia t-BuOK-mediated oxidative coupling at room temperature has been developed. This react

Method for synthesizing 2-substituted amino-1,4-naphthoquinone derivative

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Paragraph 0050-0055, (2019/05/28)

The invention discloses a method for synthesizing a 2-substituted amino-1,4-naphthoquinone derivative. The method comprises the following steps: mixing a nitro compound, 2-substituted 1,4-naphthoquinone, a catalyst, a metal and a solvent uniformly at 20-100 DEG C; adding an H source, stirring the components for reaction for 1-24h; performing a reduction-addition reaction between the nitro compoundand the 2-substituted 1,4-naphthoquinone; after the reaction, adding water to the reaction system for dilution; performing filtering; extracting filtrate with ethyl acetate; after organic phases arecombined, washing the mixture with saturated saline solution and drying the mixture with anhydrous sodium sulfate sequentially; subsequently, performing filtering, and performing vacuum concentrationto remove a solvent; and packing solids into a column, and performing separation through column chromatography (a ratio of petroleum ether to ethyl acetate is 5:1) to obtain red solids. Compared withan existing synthesis method, the synthesis method provided by the invention has a wide range of raw materials and the raw materials are easy to obtain; compared with amine compounds, nitro compoundshave better stability; and the synthesis method provided by the invention is simple to operate and mild in reaction condition.

A One-Pot Approach to 2-(N-Substituted Amino)-1,4-naphthoquinones with Use of Nitro Compounds and 1,4-Naphthoquinones in Water

Chen, Xu-Ling,Dong, Yu,He, Shuai,Zhang, Rui,Zhang, Hua,Tang, Lei,Zhang, Xiao-Mei,Wang, Ji-Yu

supporting information, p. 615 - 619 (2019/03/08)

A one-pot synthesis of 2-(N-substituted amino)-1,4-naphthoquinones from 1,4-naphthoquinones and nitro compounds in water has been developed. This method features mild reaction conditions and provides aromatic nitro compounds with various functional groups such as halogens, methylthio, ester, amide, even allyl, propargyl, and heterocycles, as well as aliphatic nitro compounds that are well tolerated. This method can be scaled up and we conducted further transformation of the obtained 2-(N-substituted amino)-1,4-naphthoquinones to synthesize carbazolequinone derivatives.

Cobalt Ion Promoted Redox Cascade: A Route to Spiro Oxazine-Oxazepine Derivatives and a Dinuclear Cobalt(III) Complex of an N-(1,4-Naphthoquinone)-o-aminophenol Derivative

Mondal, Sandip,Bera, Sachinath,Maity, Suvendu,Ghosh, Prasanta

, p. 13194 - 13204 (2017/11/15)

The study discloses that the redox activity of N-(1,4-naphthoquinone)-o-aminophenol derivatives (LRH2) containing a (phenol)-NH-(1,4-naphthoquinone) fragment is notably different from that of a (phenol)-NH-(phenol) precursor. The for

Tautomerism in o-hydroxyanilino-1,4-naphthoquinone derivatives: Structure, NMR, HPLC and density functional theoretic investigations

Bhand, Sujit,Patil, Rishikesh,Shinde, Yogesh,Lande, Dipali N.,Rao, Soniya S.,Kathawate, Laxmi,Gejji, Shridhar P.,Weyhermüller, Thomas,Salunke-Gawali, Sunita

, p. 245 - 260 (2016/07/06)

Structure and spectral characteristics of 'Ortho' ((E)-4-hydroxy-2-(2′-(4′-R)-hydroxyphenyl)-imino)-naphthalen-1(2H)-one) and 'para' (2-(2′-(4′-R)-hydroxyphenyl)-amino)-1,4-naphthoquinone) tautomers of o-hydroxyanilino-1,4-naphthoquinone derivatives (R=H,

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