30364-58-0

Usage

Appearance

Bright yellow dye.

Usage

Commonly used as a pH indicator in laboratory experiments.

Chemical Structure

Contains a pyrrolidinedione ring with a nitrobenzoyloxy group attached to one of the nitrogen atoms.

Solubility

Soluble in water.

Applications

Used in biochemistry and molecular biology applications to detect pH changes in reaction mixtures and as a colorimetric reagent for the determination of zirconium and thorium in aqueous solutions.

Stability

Considered to be stable under normal conditions but should be handled and stored in a manner consistent with good laboratory practices.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 122-04-3 4-nitro-benzoyl chloride 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 619-73-8 4-nitrobenzyl chloride 
• 555-16-8 4-nitrobenzaldehdye 
• 17592-54-0 2,5-dioxopyrrolidin-1-yl formate 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 109448-80-8 4-nitro-benzoic acid-[2-(1⁽³⁾H-imidazol-4-yl)-ethylamide] 
• 1613-76-9 4-nitrobenzohydroxamic acid 
• 7506-46-9 N-cyclohexyl-4-nitrobenzamide 
• 62497-65-8 4-nitro-N-phenethylbenzamide 
• 53578-11-3 (4-nitrophenyl)(pyrrolidin-1-yl)methanone 
• 76806-96-7 N-(N'-Ethyl-2-aminoethyl)-p-nitrobenzamide 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

N -Heterocyclic carbene (NHC) catalyzed amidation of aldehydes with amines via the tandem N -hydroxysuccinimide ester formation

A facile method for the amidation of aldehydes by a cascade approach was developed. This methodology, reported for the first time, uses a N-heterocyclic carbene (NHC) as the catalyst, and N-hydroxysuccinimide (NHS) mediated synthesis of amides utilising TBHP as the oxidant. Various substituted aldehydes reacted smoothly with NHS giving the corresponding active esters in moderate to good yields, which facilely converted into amides in one pot. In addition, the drug moclobemide was synthesized to represent the practical utility of the developed methodology. This journal is

A photoinduced cross-dehydrogenative-coupling (CDC) reaction between aldehydes and N-hydroxyimides by a TiO2-Co ascorbic acid nanohybrid under visible light irradiation

In this study, we performed a visible light-mediated aerobic photo-cross dehydrogenative coupling (CDC) reaction between aldehydes and N-hydroxyimides using TiO2-AA-Co as a photocatalyst for the synthesis of active esters. The synergistic and selective effects of the cobalt ascorbic acid complex (Co-AA) and TiO2 nanoparticles on the visible-light photocatalytic activity were explored. The method possesses some advantages such as environmentally friendly conditions, easy work-up procedure, reusability, and scalability.

Iron-Nitrate-Catalyzed Oxidative Esterification of Aldehydes and Alcohols with N-Hydroxyphthalimide: Efficient Synthesis of N-Hydroxyimide Esters

An Fe(NO3)3·9H2O-catalyzed cross-dehydrogenative coupling reaction between N-hydroxyphthalimide (NHPI) or N-hydroxysuccinimide (NHSI) and aldehydes or alcohols in air is described. This transformation represents an efficient approach to the preparation of N-hydroxyimide ester derivatives in moderate to excellent yields, and has a wide substrate scope.

Cross dehydrogenative coupling (CDC) of aldehydes with N-hydroxyimides by visible light photoredox catalysis

A photoinduced cross-dehydrogenative-coupling (CDC) reaction between aldehydes and N-hydroxyimides has been developed for the synthesis of ester derivatives. Using 2 mol% [Ru(bpy)3]Cl2 in dry acetonitrile at room temperature with an LED light bulb, we were able to synthesize N-hydroxyesters in good yields. The ester derivatives are very useful synthetic intermediates, which were transformed to amide and oxazole building blocks in excellent yields. This journal is

Palladium-Catalyzed Carbonylation of (Hetero)Aryl, Alkenyl and Allyl Halides by Means of N-Hydroxysuccinimidyl Formate as CO Surrogate

An efficient Pd-catalyzed carbonylation protocol is described for the coupling of a large panel of aryl, heteroaryl, benzyl, vinyl and allyl halides 2 with the unusual N-hydroxysuccinimidyl (NHS) formate 1 as a CO surrogate to afford the corresponding valuable NHS esters 3. High conversion to the coupling products was achieved with up to 98% yield by means of Pd(OAc)2/Xantphos catalyst system.

One-pot synthesis of hydroxamic acids from aldehydes and hydroxylamine

A one-pot oxidative transformation of aldehydes into hydroxamic acids by the use of an aqueous solution of hydroxylamine is reported. The methodology gives high yields and makes use of cheap, abundant and easily available reagents.

A copper-catalysed amidation of aldehydes via N-hydroxysuccinimide ester formation

A copper-catalysed oxidative amidation of aldehydes via N-hydroxysuccinimide ester formation is reported. The methodology employed to prepare amides directly from aldehydes has a very wide scope, is high yielding, and does not need dry conditions. This cross-coupling reaction appears to be simple and makes use of cheap, abundant and easily available reagents.

Scalable synthesis of N -acylaziridines from N -tosylaziridines

N-Acylaziridines are important starting materials for the synthesis of chiral amine derivatives. The traditional methods for producing these activated aziridines have significant drawbacks. The gram scale synthesis of N-acylaziridines by deprotection of N

Metal-free oxidative amide formation with N-hydroxysuccinimide and hypervalent iodine reagents

An oxidative amide formation using N-hydroxysuccinimide and hypervalent iodine reagents was developed. The method enables a wide range of aldehydes and amines to be coupled under mild reaction conditions providing amide in good to excellent yield. The radical species in the reaction mixture was observed for the first time using ESR measurement, and along with other mechanistic investigations, a plausible mechanism of the reaction was proposed.