10113-38-9

Basic information

• Product Name: N-2-(BROMOPHENYL)FORMAMIDE 97
• Synonyms: N-2-(BROMOPHENYL)FORMAMIDE 97;n-2-(bromophenyl)formamide;N-(2-Bromophenyl)Formamide Hydrochloride(WXC04003)
• CAS NO: 10113-38-9
• Molecular Formula: C₇H₆BrNO
• Molecular Weight: 200.03264
• Mol File: 10113-38-9.mol

Chemical Properties

• Melting Point: 88-92 °C(lit.)
• Boiling Point: 339°C at 760 mmHg
• Flash Point: 158.8°C
• Appearance: /
• Density: 1.634g/cm³
• Vapor Pressure: 9.44E-05mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: N-2-(BROMOPHENYL)FORMAMIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: N-2-(BROMOPHENYL)FORMAMIDE 97(10113-38-9)
• EPA Substance Registry System: N-2-(BROMOPHENYL)FORMAMIDE 97(10113-38-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 10113-38-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-2-(Bromophenyl)formamide 97 is used as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Agrochemical Industry:
N-2-(Bromophenyl)formamide 97 is used as a key component in the production of insecticides, herbicides, and fungicides, helping to protect crops and enhance agricultural productivity.
Used in Dye and Pigment Industry:
This chemical compound is utilized in the manufacturing of dyes and pigments, playing a role in the creation of vibrant colors for various applications.
Used in Specialty Chemicals Industry:
N-2-(Bromophenyl)formamide 97 is also employed in the production of specialty chemicals, which have unique properties and applications in different industries.

InChI:InChI=1/C7H6BrNO/c8-6-3-1-2-4-7(6)9-5-10/h1-5H,(H,9,10)

Upstream product

• 64-18-6 formic acid 
• 615-36-1 2-bromoaniline 
• 149-73-5 trimethyl orthoformate 
• 201230-82-2 carbon monoxide 
• 122-51-0 orthoformic acid triethyl ester 
• 62-53-3 aniline 
• 77287-34-4 formamide 
• 2258-42-6 formyl acetic anhydride 
• 698-00-0 2-bromo-N,N-dimethylaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 577-19-5 2-nitrophenyl bromide 
• 2593-27-3 o-bromo-N-hydroxybenzamide 
• 7154-66-7 2-bromobenzoic acid chloride 
• 107-31-3 Methyl formate 

Downstream Products

• 82757-21-9 2-exo-(2-formamidophenyl)-2-endo-norborneol 
• 82757-18-4 2-(2-formamidophenyl)adamantan-2-ol 
• 344746-77-6 2-bromo-N-methylformanilide 
• 53902-59-3 N-(2-cyanophenyl)formamide 
• 89936-96-9 N-[2-(2-Hydroxy-6-methylene-bicyclo[3.2.1]oct-2-yl)-phenyl]-formamide 
• 106795-87-3 N-deuterio-o-bromoformanilide 
• 82757-20-8 N-[2-(1-hydroxycyclohexyl)phenyl]formamide 
• 89937-03-1 N-[2-(1-Hydroxy-1-phenyl-ethyl)-phenyl]-formamide 
• 112671-40-6 2-(trimethylsilylethynyl)formanilide 
• 183209-26-9 ortho-bromophenyl isocyanide 
• 120-72-9 indole 
• 52670-38-9 2-ethynylaniline 
• 4933-14-6 spiro[cyclohexane-1,3'-[3H]indol]-2'(1'H)-one 
• 1922-79-8 3,3-diphenyl-1,3-dihydro-indol-2-one 

Relevant articles and documents

Hypervalent iodine catalyzed transamidation of carboxamides with amines

This protocol describes the catalytic use of diacetoxyiodobenzene (DIB) for the efficient transamidation of carboxamides with amines under mild conditions.

Silica supported perchloric acid catalyzed rapid N-formylation under solvent-free conditions

A rapid and chemoselective method for the N-formylation of structurally diverse amines with formic acid using silica supported perchloric acid (HClO4-SiO2) at room temperature and under solvent-free conditions has been developed. The catalyst was found to be compatible with different functional groups and the formylation proceeded smoothly with amines bearing electron withdrawing as well as electron donating substituents.

A remarkably simple N-formylation of anilines using polyethylene glycol

N-Formylation of anilines has efficiently been carried out at room temperature in excellent yields by treatment with formic acid in polyethylene glycol (PEG-400). No additional solvent and catalyst are required.

TEMPO-Catalyzed Aerobic Oxidative Selenium Insertion Reaction: Synthesis of 3-Selenylindole Derivatives by Multicomponent Reaction of Isocyanides, Selenium Powder, Amines, and Indoles under Transition-Metal-Free Conditions

A novel and efficient approach for the selenium functionalization of indoles was developed with selenium powder as the selenium source, catalyzed by 2,2,6,6-tetramethylpiperidinooxy (TEMPO) and employing O2 as the green oxidant. This protocol provides a practical route for the synthesis of 3-selenylindole derivatives and has the advantages of readily available starting materials, mild reaction conditions, and a wide scope of substrates. Electron spin-resonance (ESR) studies reveal that the approach involves the formation of nitrogen-centered radicals and selenium radicals via oxidation of in situ generated selenoates.

Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides

A convenient synthetic method for N-arylformamide derivatives was successfully developed by reacting α-iodo-N-arylacetamides with formamide. This method was applicable to α-iodo-N-arylacetamide substrates bearing electron-donating or electron-withdrawing groups, N-(benzo[d][1,3]dioxol-5-yl)-2-iodoacetamide, 2-iodo-N-(pyridin-2-yl)acetamide, and 2-iodo-N-(naphthalen-4-yl)acetamide to give the corresponding N-arylformamides in moderate to excellent yields (65–94%). A plausible mechanism was proposed to account for the new transformation.

One-pot selective N-formylation of nitroarenes to formamides catalyzed by core-shell structured cobalt nanoparticles

One-pot direct N-formylation of readily available nitroarenes with ammonium formate catalyzed by core-shell structured cobalt nanoparticles has been developed. A broad set of nitroarenes was successfully converted to their corresponding formamides in good to high yields with various functional group tolerance. This heterogeneous catalyst can be easily removed from the reaction medium and can be reused several times without a significant loss of reaction efficiency.

Novel 4-phenoxypyridine derivatives bearing imidazole-4-carboxamide and 1,2,4-triazole-3-carboxamide moieties: Design, synthesis and biological evaluation as potent antitumor agents

Two series of novel 4-phenoxypyridine derivatives containing imidazole-4-carboxamide and 4-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-3-carboxamide moieties were synthesized and evaluated for their in vitro inhibitory activities against c-Met kinase and anti

Copper-Catalyzed Cascade N-Dealkylation/N-Methyl Oxidation of Aromatic Amines by Using TEMPO and Oxygen as Oxidants

A novel tandem N-dealkylation and N-methyl aerobic oxidation of tertiary aromatic amines to N-arylformamides using copper and TEMPO has been developed. This methodology suggested an alternative synthetic route from N-methylarylamines to N-arylformamides.

Copper-(II) Catalyzed N-Formylation and N-Acylation of Aromatic, Aliphatic, and Heterocyclic Amines and a Preventive Study in the C-N Cross Coupling of Amines with Aryl Halides

A Cu-(II) catalyzed N-formylation and N-acylation of amines with moderate to excellent yields, using N, N-dimethyl formamide (DMF) and N, N-dimethyl acetamide (DMA) as a formyl and acylating sources in the presence of 1,2,4-triazole is reported. This novel, highly efficient and simple protocol shows broad substrate scope for aliphatic, aromatic, and heterocyclic amines. In addition, the conditions to prevent N-formylation and N-acylation impurities in the C?N cross coupling of amines and aryl halides are described typically when DMF and DMA are used as solvents, with various catalysts, ligands, and bases.

Consecutive Lossen rearrangement/transamidation reaction of hydroxamic acids under catalyst- and additive-free conditions

The Lossen rearrangement is a classic process for transforming activated hydroxamic acids into isocyanate under basic or thermal conditions. In the current report we disclosed a consecutive Lossen rearrangement/transamidation reaction in which unactivated hydroxamic acids were converted into N-substituted formamides in a one-pot manner under catalyst- and additive-free conditions. One feature of this novel transformation is that the formamide plays triple roles in the reaction by acting as a readily available solvent, a promoter for additive-free Lossen rearrangement, and a source of the formyl group in the final products. Acyl groups other than formyl could also be introduced into the product when changing the solvent to other low molecular weight aliphatic amide derivatives. The solvent-promoted Lossen rearrangement was better understood by DFT calculations, and the intermediacy of isocyanate and amine was supported well by experiments, in which the desired products were obtained in excellent yields under similar conditions. Not only monosubstituted formamides were synthesized from hydroxamic acids, but also N,N-disubstituted formamides were obtained when secondary amines were used as precursors.