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(4-Nitroanilino)acetic acid, also known as 4-(4-nitroanilino)acetic acid or 4-acetamido-3-nitrobenzoic acid, is an organic compound with the chemical formula C8H8N2O4. It is a derivative of acetic acid, where the hydroxyl group is replaced by a 4-nitroaniline group. This yellow crystalline solid is soluble in water, ethanol, and ether, and is commonly used as an intermediate in the synthesis of various pharmaceuticals, dyes, and other chemical compounds. Its molecular structure features a nitro group attached to the para position of the aniline ring, which imparts unique chemical properties and reactivity.

619-91-0

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619-91-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 619-91-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 9 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 619-91:
(5*6)+(4*1)+(3*9)+(2*9)+(1*1)=80
80 % 10 = 0
So 619-91-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H8N2O4/c11-8(12)5-9-6-1-3-7(4-2-6)10(13)14/h1-4,9H,5H2,(H,11,12)

619-91-0Relevant academic research and scientific papers

Mechanosynthesis of sydnone-containing coordination complexes

Pétry, Nicolas,Vanderbeeken, Thibaut,Malher, Astrid,Bringer, Yoan,Retailleau, Pascal,Bantreil, Xavier,Lamaty, Frédéric

supporting information, p. 9495 - 9498 (2019/08/15)

N-Phenyl-4-(2-pyridinyl) sydnone was shown to act as a four-electron donor N,O-ligand in unprecedented coordination complexes featuring three different metallic centers (Co, Cu, and Zn). Starting with various anilines, the use of a ball-mill efficiently enabled the synthesis of N-arylglycines, subsequent nitrosylation and cyclization into sydnones, and further metalation.

“On Water” promoted N-arylation reactions using Cu (0)/myo-inositol catalytic system

Zhou, Qifan,Du, Fangyu,Chen, Yuanguang,Fu, Yang,Chen, Guoliang

supporting information, p. 1938 - 1941 (2019/06/24)

Myo-inositol is originally applied as a cardiovascular medicine in clinic, which can be multi-ton manufactured via extraction from the byproducts in agricultural product processing such as defatted rice bran and corn-soaking water. Herein, the application of myo-inositol (MI) as a novel versatile tridentate O-donor ligand has been first described for promoting Cu-catalyzed amination reaction in aqueous medium.

Cu(II)-catalyzed C-N coupling of (hetero)aryl halides and N-Nucleophiles promoted by α-benzoin oxime

Yuan, Chunling,Zhang, Lei,Zhao, Yingdai

, (2019/11/28)

We first reported the new application of a translate metal chelating ligand α-benzoin oxime for improving Cu-catalyzed C-N coupling reactions. The system could catalyse coupling reactions of (hetero)aryl halides with a wide of nucleophiles (e.g., azoles, piperidine, pyrrolidine and amino acids) in moderate to excellent yields. The protocol allows rapid access to the most common scaαolds found in FDA-approved pharmaceuticals.

Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol

Chen, Guoliang,Chen, Yuanguang,Du, Fangyu,Fu, Yang,Wu, Ying,Zhou, Qifan

supporting information, p. 2161 - 2168 (2019/11/25)

Herein, we report the natural ligand quebrachitol (QCT) as a promoter for a Cu(II) catalyst, which is highly effective for N-Arylation of various amines and related aryl halides. A series of diarylamine derivatives were obtained in high yields by using diethylene glycol (DEG) as both ligand and solvent. The C-N coupling reactions proceed under mild conditions and exhibit good functional group tolerance.

Photo-polymerization properties of type-II photoinitiator systems based on 2-chlorohexaaryl biimidazole (o-Cl-HABI) and various N-phenylglycine (NPG) derivatives

Chen, Yung-Chung,Kuo, Yuan-Tsung,Ho, Tsung-Han

, p. 190 - 197 (2019/01/21)

A series of p-substituted NPG derivatives (Cl-NPG, OMe-NPG and NO2-NPG) comprising different push-pull characteristics have been synthesized and characterized. The NPG derivatives have good thermal stability and red shifted absorption when comp

Discovery of Fluorogenic Diarylsydnone-Alkene Photoligation: Conversion of ortho-Dual-Twisted Diarylsydnones into Planar Pyrazolines

Zhang, Linmeng,Zhang, Xiaocui,Yao, Zhuojun,Jiang, Shichao,Deng, Jiajie,Li, Bo,Yu, Zhipeng

supporting information, p. 7390 - 7394 (2018/06/13)

A small library of diarylsydnones (DASyds) was constructed based on aryl-pairing combinations and subjected to click reaction toward alkenes under photoirradiation with high efficiency. We were able to demonstrate the utility of DASyds for highly fluorescent turn-on ligation targeting the trans-cyclooct-4-en-1-ol moieties on protein.

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

Plougastel, Lucie,Koniev, Oleksandr,Specklin, Simon,Decuypere, Elodie,Créminon, Christophe,Buisson, David-Alexandre,Wagner, Alain,Kolodych, Sergii,Taran, Frédéric

supporting information, p. 9376 - 9378 (2014/08/05)

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

One-pot synthesis of 1,4-disubstituted pyrazoles from arylglycines via copper-catalyzed sydnone-alkyne cycloaddition reaction

Specklin, Simon,Decuypere, Elodie,Plougastel, Lucie,Aliani, Soifia,Taran, Frédéric

, p. 7772 - 7777 (2014/10/15)

A robust method for constructing 1,4-pyrazoles from arylglycines was developed using the copper-catalyzed sydnone-alkyne cycloaddition reaction. The procedure offers a straightforward and general route to the pyrazole heterocycle through a three-step one-pot procedure.

Synthesis of 2 H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes

Fang, Yuesi,Wu, Chunrui,Larock, Richard C.,Shi, Feng

experimental part, p. 8840 - 8851 (2012/01/02)

A rapid and efficient synthesis of 2H-indazoles has been developed using a [3 + 2] dipolar cycloaddition of sydnones and arynes. A series of 2H-indazoles have been prepared in good to excellent yields using this protocol, and subsequent Pd-catalyzed coupl

2- [ (2-SUBSTITUTED) -IND0LIZIN-3-YL] -2-OXO-ACETAMIDE DERIVATIVES AS ANTIFUNGAL AGENTS

-

Page/Page column 123, (2008/12/05)

The invention provides compounds of formula (I), and pharmaceutically acceptable salts thereof wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. These compounds are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

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