610-15-1

Basic information

• Product Name: 2-NITROBENZAMIDE
• Synonyms: 2-nitro-benzamid;2-Nitrobenzoesαureamid;Benzamide, o-nitro-;Benzamide,2-nitro-;Benzmide, 2-nitro-;o-nitro-benzamid;2-Nitrobenzamide,98%;NSC 407995
• CAS NO: 610-15-1
• Molecular Formula: C₇H₆N₂O₃
• Molecular Weight: 166.13
• EINECS: 210-208-5
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 610-15-1.mol

Chemical Properties

• Melting Point: 174-178 °C(lit.)
• Boiling Point: 317 °C(lit.)
• Flash Point: 317°C
• Appearance: /
• Density: 1.384
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5880 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.09±0.50(Predicted)
• BRN: 1950928
• CAS DataBase Reference: 2-NITROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROBENZAMIDE(610-15-1)
• EPA Substance Registry System: 2-NITROBENZAMIDE(610-15-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: CV5600000
• Hazardous Substances Data: 610-15-1(Hazardous Substances Data)

Usage

Uses

Used in the Synthesis of Fluorogenic Chemosensors:
2-Nitrobenzamide is used as a key intermediate in the synthesis of novel fluorogenic chemosensors based on urea derivatives of 2-(2'-aminophenyl)-4-phenylthiazole. These chemosensors have potential applications in the detection and monitoring of various analytes, such as metal ions, anions, and biomolecules.
Used in the Synthesis of Quinazoline-2,4(1H,3H)-diones:
2-Nitrobenzamide is also used in the synthesis of quinazoline-2,4(1H,3H)-diones, which are an important class of pharmaceutical intermediates. These compounds have been found to possess a wide range of biological activities, including anticancer, antiviral, and anti-inflammatory properties. They are used as key building blocks in the development of new drugs and drug candidates for various therapeutic applications.

Air & Water Reactions

Insoluble in water.

Fire Hazard

Flash point data for 2-NITROBENZAMIDE are not available, however 2-NITROBENZAMIDE is probably combustible.

InChI:InChI=1/C7H6N2O3/c8-7(10)5-3-1-2-4-6(5)9(11)12/h1-4H,(H2,8,10)

Upstream product

• 110-86-1 pyridine 
• 552-16-9 ortho-nitrobenzoic acid 
• 5994-87-6 diphenylphosphinamide 
• 6635-41-2 (Z)-2-nitrobenzaldehyde oxime 
• 4836-00-4 (E)-2-nitrobenzaldehyde oxime 
• 77287-34-4 formamide 
• 612-24-8 o-nitrobenzonitrile 
• 610-14-0 2-nitrobenzyl chloride 
• 110822-03-2 N-(2-nitrobenzoyl)thiazolidine-4-carboxylic acid 
• 78188-01-9 2-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyloxy)-2-<3-(2'-nitrobenzoyloxy)phenyl>acetonitril 
• 55-21-0 benzamide 
• 113780-54-4 N-(2-pyridylthio)-o-nitrobenzamid 
• 33348-83-3 2-nitro-benzoic acid bromoamide 
• 141-52-6 sodium ethanolate 

Downstream Products

• 108718-78-1 bis-(2-nitro-benzoylamino)-methane 
• 132778-60-0 [hydroxymethyl-(2-nitro-benzoyl)-amino]-(2-nitro-benzoylamino)-methane 
• 33047-12-0 1-Acetyl-2,1-benzisoxazol-3(1H)-one 
• 33348-83-3 2-nitro-benzoic acid bromoamide 
• 857433-86-4 2-nitro-benzoic acid-(trichlorophosphoranyliden-amide) 
• 861528-50-9 2,2'-azo-di-benzoic acid diamide 
• 28144-70-9 anthranilic acid amide 
• 612-24-8 o-nitrobenzonitrile 
• 2619-40-1 2,2'-azoxy-di-benzoic acid diamide 
• 102241-90-7 bis-(2-nitro-benzoylamino)-phenyl-methane 
• 99595-86-5 2-nitro-N-(hydroxymethyl)benzamide 
• 5843-48-1 2-Nitrobenzoyl isocyanate 
• 51074-00-1 2,6-bis-(2-nitro-phenyl)-benzo[1,2-d;4,5-d']bisoxazole 
• 56737-15-6 N-(2,2,2-trichloro-1-hydroxyethyl)-2-nitrobenzamide 

Relevant articles and documents

METHODS OF CONTROLLING CROP PESTS USING AROMATIC AMIDE INSECT REPELLENTS, METHODS OF MAKING AROMATIC AMIDE INSECT REPELLENTS, AND NOVEL AROMATIC AMIDE INSECT REPELLENTS

Methods of protecting fruit crops from flying insect pests and of repelling flying insects using aromatic amide compounds are disclosed. The methods apply the compounds to various surfaces, such as the fruit crops, the ground or structures adjacent to the fruit crops, or an object, article, human skin or animal. The compounds have the formula RxC6Hy—C(═O)—N(Cy), where RxC6Hy is a substituted phenyl group, each R group is independently C1-C6 alkyl, substituted C1-C4 alkyl, (substituted) C6-C10 aryl, C1-C4 alkoxy, C6-C10 aryloxy, halogen, nitro, cyano, cyanate, isocyanate, nitroso, C1-C4 alkylthio, phenylthio, (halogen-substituted) C1-C4 alkylsulfonyl, phenylsulfonyl, tolylsulfonyl, amino, mono- or di-C1-C4 alkylamino, diphenylamino, di-C1-C4 alkylamido, formyl, C2-C7 acyl, or C1-C6 alkoxycarbonyl; x is an integer of 1 to 5; x+y=5; Cy is a C2-C8 (substituted) alkadiyl, a C4-C6 (substituted) alkenediyl, or a (substituted) diyl of the formula —(CH2CH2)—O—(CH2CH2)—, —(CH2CH2)—NR′—(CH2CH2)— or —(CH2CH2)—S—(CH2CH2)— that, along with the amide N atom, forms a non-aromatic cyclic group; and R′ is C1-C6 alkyl, substituted C1-C4 alkyl, (substituted) C6-C10 aryl, or (substituted) benzyl.

Nano-construction of CuO nanorods decorated with g-C3N4 nanosheets (CuO/g-C3N4-NS) as a superb colloidal nanocatalyst for liquid phase C[sbnd]H conversion of aldehydes to amides

Herein, we describe an intelligent strategy to fabricate nanosheets of graphitic carbon nitride (g-C3N4) decorated with nanorods copper oxide (CuO NRs). Then, the catalytic activity of CuONRs/g-C3N4-NS was developed for the synthesis of primary amides in water. The morphology of CuO and its synergetics effect with nanosheets g-C3N4 a major role in the yield of products. Furthermore, hydroxylamine hydrochloride (NH2OH·HCl) due to availability and affordability was used as a suitable substitute for ammonia source. The findings demonstrate that this layer nanostructure is a superb catalyst for converting various derivatives of aldehyde to their corresponding amides. The current protocol can be useful criterion in the synthesis and stabilization of metal oxides and provides new insight in organic transformation.

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

Transamidation for the Synthesis of Primary Amides at Room Temperature

Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH4)2CO3 reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is

Method for preparing aryl primary amide by adopting metal-catalyzed one-pot method

The invention discloses a method for synthesizing aryl primary amide by adopting a metal-catalyzed one-pot method. The method comprises the steps of: taking aryl bromidess as raw materials, allowing the aryl bromidess to react with a cyanide source under the action of a palladium catalyst, substituting bromine on an aromatic ring with cyano to obtain cyano aromatic hydrocarbon, directly adding anaqueous solution of alkali into the reaction solution without aftertreatment, and carrying out hydrolysis reaction to obtain aryl primary amide. Compared with the prior art, the method for preparing aryl primary amide from the aryl bromides has the advantages of the short synthesis route, fewer reaction steps, simple operation, mild conditions, the high conversion rate, low toxicity and industrialproduction potential.

Glucose as an Eco-Friendly Reductant in a One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones

Carbohydrates such as glucose are an abundant renewable resource that can be employed in synthetic processes as a source of carbon and/or hydrogen to yield products of high economical and biological impact. Herein, we report a versatile and environmentally friendly protocol for the one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones, a privileged scaffold in medicinal chemistry, based on the use of glucose as an eco-friendly reductant in alkaline aqueous medium. This method can be viewed as a blueprint for the development of further one-pot sequences involving glucose as a reductant.

(Ar-tpy)RuII(ACN)3: A Water-Soluble Catalyst for Aldehyde Amidation, Olefin Oxo-Scissoring, and Alkyne Oxygenation

The synthetic chemists always look for developing new catalysts, sustainable catalysis, and their applications in various organic transformations. Herein, we report a new class of water-soluble complexes, (Ar-tpy)RuII(ACN)3, utilizing designed terpyridines possessing electron-donating and -withdrawing aromatic residues for tuning the catalytic activity of the Ru(II) complex. These complexes displayed excellent catalytic activity for several oxidative organic transformations including late-stage C-H functionalization of aldehydes with NH2OR to valuable primary amides in nonconventional aqueous media with excellent yield. Its diverse catalytic power was established for direct oxo-scissoring of a wide range of alkenes to furnish aldehydes and/or ketones in high yield using a low catalyst loading in the water. Its smart catalytic activity under mild conditions was validated for dioxygenation of alkynes to highly demanding labile synthons, 1,2-diketones, and/or acids. This general and sustainable catalysis was successfully employed on sugar-based substrates to obtain the chiral amides, aldehydes, and labile 1,2-diketones. The catalyst is recovered and reused with a moderate turnover. The proposed mechanistic pathway is supported by isolation of the intermediates and their characterization. This multifaceted sustainable catalysis is a unique tool, especially for late-stage functionalization, to furnish the targeted compounds through frequently used amidation and oxygenation processes in the academia and industry.

A carboxylic acid continuous method of preparing amide (by machine translation)

The invention discloses a continuous process for preparing amides of carboxylic acid method, it comprises the following steps: raw material carboxylic acid with the catalyst is dissolved in a solvent as a material A, acyl acyl reagent or reagent is dissolved in a solvent as a material B, amine reagent or an amine reagent is dissolved in the water as the material C, material A and material B respectively through the infusion pump delivering it into a tubular reactor I acyl reaction, the obtained intermediate product acyl chloride by the infusion pump 3 conveying the material into the tubular reactor C together with the amination reaction II, the reaction mixture after flowing out of the tubular reactor II, through after treatment to obtain the target amide. The invention adopts the technical, can ensure that the whole process is continuous, controllable, raw materials less dose, high safety, and can be easily realized and hermetical, continuous, automated production; the invention through the use of low-cost proton acid catalytic reaction, its low cost, after treatment is simple, easy to separate and remove, from the source to avoid the generation of the carcinogen, consistent with the requirement of environmental protection. (by machine translation)

Method for preparing derivatives of benzamide under microwave condition in aqueous phase

The invention discloses a method for preparing derivatives of benzamide under a microwave condition in an aqueous phase. A coupling reaction is carried out between substituted benzoic acid and amine under the microwave condition in the aqueous phase. The method for preparing the derivatives of benzamide is environmentally friendly, easy and convenient to operate, safe, low in cost and efficient. Compared with the prior art, the method can be applicable to a large number of functional groups, is high in yield, produces fewer by-products, and further is easy to operate, safe, low in cost and environmentally friendly. A formula is shown in the description.