2843-27-8

Basic information

• Product Name: 2-HYDROXYFORMANILIDE
• Synonyms: 2'-HYDROXYFORMANILIDE;2-HYDROXYFORMANILIDE;2-N-Formylaminophenol;N-(2-hydroxyphenyl)formamide;N-(2-hydroxyphenyl)methanamide
• CAS NO: 2843-27-8
• Molecular Formula: C₇H₇NO₂
• Molecular Weight: 137.14
• Mol File: 2843-27-8.mol

Chemical Properties

• Boiling Point: 338.4°Cat760mmHg
• Flash Point: 158.4°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 5.03E-05mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: 2-HYDROXYFORMANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYFORMANILIDE(2843-27-8)
• EPA Substance Registry System: 2-HYDROXYFORMANILIDE(2843-27-8)

Safety Data

• Hazardous Substances Data: 2843-27-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Manufacturing:
2-Hydroxyformanilide is used as an intermediate in the production of various pharmaceuticals and organic compounds. Its unique properties allow it to be a key component in the synthesis of drugs and other chemical products.
Used in Antifungal Applications:
2-Hydroxyformanilide is used as an antifungal agent due to its ability to inhibit the growth of fungi. This makes it a potential candidate for use in treatments and products aimed at combating fungal infections.
Used in Antimicrobial Applications:
2-HYDROXYFORMANILIDE is also used as an antimicrobial agent, leveraging its capacity to suppress the growth of microorganisms. This quality positions 2-Hydroxyformanilide as a useful substance in applications where curbing microbial growth is necessary, such as in medical and hygiene products.

InChI:InChI=1/C7H7NO2/c9-5-8-6-3-1-2-4-7(6)10/h1-5,10H,(H,8,9)

Upstream product

• 273-53-0 benzoxazole 
• 529-23-7 o-aminobenzaldehyde 
• 64-18-6 formic acid 
• 95-55-6 2-amino-phenol 
• 90965-27-8 Δ²-thiazolinium bromide 
• 90965-28-9 4,4-dimethyl-Δ²-oxazolinium chloride 
• 2258-42-6 formyl acetic anhydride 
• 103-70-8 Formanilid 
• 24541-44-4 2-azidophenol 
• 16712-16-6 ammonium formate 
• 149-73-5 trimethyl orthoformate 
• 50-00-0 formaldehyd 
• 88-75-5 2-hydroxynitrobenzene 
• 123-76-2 levulinic acid 

Downstream Products

• 273-53-0 benzoxazole 
• 6296-59-9 2-(benzamido)phenyl benzoate 
• 90776-63-9 2-trimethylsiloxyformanilide 
• 611-24-5 o-(N-methylamino)phenol 
• 219917-43-8 N-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-formamide 
• 103200-16-4 N-(2-(allyloxy)phenyl)formamide 
• 79462-55-8 complex of N-formyl-o-aminophenol with triphenylphosphine oxide 
• 64-18-6 formic acid 
• 95-55-6 2-amino-phenol 
• 247106-00-9 [(1,4,7-trimethyl-1,4,7-triazacyclononane)Mn(III)(salicylaldoxime)3Mn(III)] 
• 1355021-61-2 N-(2-(2-tetrahydrofuranyloxy)phenyl)formamide 
• 1355021-62-3 N-(2-(2-tetrahydro-2H-pyranyloxy)phenyl)formamide 

Relevant articles and documents

Metal-free N-formylation of 2-aminophenols using dimethylformamide and CSA

DMF has been proved to be an efficient formylation reagent for 2-aminophenols in the presence of (±) camphorsulfonic acid (CSA) in this work. CSA works as an acid catalyst and a neutralizer of dimethyl amine which is kicked off from DMF. Both electron-wit

An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides

Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.

Palladium supported on MRGO@CoAl-LDH catalyzed reductive carbonylation of nitroarenes and carbonylative Suzuki coupling reactions using formic acid as liquid CO and H2 source

In the present study, a heterogeneous palladium catalyst system, Pd nanoparticles supported on MRGO@CoAl-LDH, was synthesized and employed in reductive carbonylation of nitroarenes and carbonylative Suzuki coupling reactions using formic acid as CO and H2 source. The as-obtained heterogeneous catalyst was characterized by Fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray analysis (EDAX), thermal gravimetric analysis (TGA), and vibrating sample magnetometer (VSM). The nanocatalyst was reused for 5 cycles with a negligible reduction in the yield of products. All reactions were carried out with high yields and under suitable and safe conditions. Also, we have successfully applied formic acid as a good and safe alternative to CO and H2 gases.

N-Formylation of amines using arylhydrazones of malononitrile and a Cu(II) complex under eco-friendly conditions at room temperature

In this work, we report the synthesis of formamides via solvent free N-formylation of amines using known arylhydrazones of malononitrile including sodium 2-(2-(dicyanomethylene)hydrazinyl)benzenesulfonate (I), 2-(2-(dicyanomethylene)hydrazinyl) benzoic acid (II) and its Cu(II) complex (III) as catalysts at room temperature. These catalysts are highly active and the scope of the method was investigated using several heterocyclic, aromatic and aliphatic amines as substrates, which produced the corresponding formamides in high yields. The remarkable advantages of this method are the elimination of toxic solvents, operational simplicity, easy workup procedure, excellent yields and avoidance of column chromatography.

METHOD OF CARBON MONOXIDE FIXATION AND METHOD OF AMINE FORMYLATION

The present invention relates to a method for fixing carbon monoxide in a metal-free condition and a method for formating amine using the same.

Effective and selective direct aminoformylation of nitroarenes utilizing palladium nanoparticles assisted by fibrous-structured silica nanospheres

Abstract: Palladium nanoparticles (~ 1–3?nm, 0.4?wtpercent Pd) were uniformly distributed over the surface of fibrous silica nanospheres (KCC-1) modified via aminopropyltriethoxysilane using a fast and cost-effective palladium (II) chloride reduction process. The Pd nanoparticles (Pd NPs) distribution over the ensuing catalyst Pd/KCC-1-NH2 showed much more uniform distribution, and smaller size compared with the tedious hydrothermal reduction method. The morphological, chemical, and size analyses of Pd/KCC-1-NH2 by BET, UV–Vis spectra, XRD, HR-TEM, EDS and XPS analysis revealed that the succeeding material consist of a distinct fibrous silica nanospheres support adorn with Pd NPs. The resultant nanocatalyst was tested for the one-step reductive aminoformylation of aromatic nitro compounds using formic acid. A wide range of substituted nitroarenes including electron withdrawing, releasing, sterically hindered and multifunctional groups have been converted to corresponding aryl formamide in quantitative yields (yields up to 98percent) at moderate temperature (70?°C). Optimization study has proved that the 6 equivalent of formic acid is required and toluene was found to be the better solvent. The established practice is beneficial due to the use of formic acid as H2 source and formylating agent, easiness in handling of the catalyst and simple workup procedure with efficient catalyst reusability. Graphic abstract: [Figure not available: see fulltext.].

NH4I-promoted N-acylation of amines via the transamidation of DMF and DMA under metal-free conditions

An unprecedented NH4I-promoted N-formylation and N-acetylization of various amines with dimethylformamide (DMF)and dimethylacetamide (DMA)has been developed. This protocol shows broad substrate scope for aromatic, aliphatic, and heterocyclic amines, which provides a metal-free strategy for N-acylation featuring mild reaction conditions, as well as inexpensive and readily available starting materials.

KOtBu-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines

This work discloses transamidation of primary and tertiary amides with a range of aryl, heteroaryl, and aliphatic amines using potassium tert-butoxide. The reaction proceeds at room temperature under transition-metal-free conditions providing secondary amides in high yields. Moreover, reaction of cyclopropyl amine with tertiary amides proceeds with ring-opening to provide a rapid access to enamides.

Metal-free Carbon Monoxide (CO) Capture and Utilization: Formylation of Amines

The capture and utilization of CO by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) were performed in the absence of transition-metal complexes. The reaction of TBD with CO afforded TBD-CO adducts, which were converted to formylated TBD (TBD-CHO). TBD-CO adducts may include an interaction of CO with positively charged species based on NMR and IR analysis. In the presence of amines, CO was transferred from TBD-CO to amines, producing formylated amines with good yields. The reaction mechanism involving TBD-CO adducts is presented based on theoretical calculations. (Figure presented.).

Graphene Oxide: A Metal-Free Carbocatalyst for the Synthesis of Diverse Amides under Solvent-Free Conditions

An environmentally friendly, inexpensive, carbocatalyst, graphene oxide (GO) promoted efficient, metal-free transamidation of various carboxamides with aliphatic, cyclic, and aromatic amines is demonstrated. The protocol is equally applicable to phthalimide, urea, and thioamide determining its adaptability. The oxygenated functionalities such as carbonyl (?C=O), epoxy (?O?), carboxyl (?COOH) and hydroxyl (?OH), present on graphene oxide surface impart acidic properties to the catalyst. The graphene oxide being heterogeneous in nature, work efficiently under solvent-free reaction conditions providing desired products in good to excellent yields. The one-pot synthesis of 2,3-Dihydro-5H-benzo[b]-1,4-thiazepin-4-one moiety by GO catalyzed Aza Michael addition followed by intramolecular transamidation is also described. A plausible reaction mechanistic pathway involving H-bonding is discussed. The graphene oxide can be recycled and reused up to five cycles without much loss in catalytic activity. (Figure presented.).