6812-16-4

Basic information

• Product Name: 2-HYDROXY-3-METHOXYBENZONITRILE
• Synonyms: 2-HYDROXY-3-METHOXYBENZONITRILE;BENZONITRILE, 2-HYDROXY-3-METHOXY-;BUTTPARK 84\02-47;2-hydroxy-3-methoxybenzenecarbonitrile;3-Methoxysalicylonitrile;o-Vanillonitrile
• CAS NO: 6812-16-4
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 6812-16-4.mol

Chemical Properties

• Boiling Point: 268.209 °C at 760 mmHg
• Flash Point: 116.009 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.569
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-HYDROXY-3-METHOXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3-METHOXYBENZONITRILE(6812-16-4)
• EPA Substance Registry System: 2-HYDROXY-3-METHOXYBENZONITRILE(6812-16-4)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: IRRITANT
• Hazardous Substances Data: 6812-16-4(Hazardous Substances Data)

Usage

Uses

Due to the limited information on the practical uses, safety, and toxicity of 2-Hydroxy-3-Methoxybenzonitrile, its applications in different industries are not well-documented. However, the presence of contrasting functional groups in its structure suggests potential for use in chemical synthesis and reactions. Further research and development would be required to explore and validate its applications in various fields.

InChI:InChI=1/C8H7NO2/c1-11-7-4-2-3-6(5-9)8(7)10/h2-4,10H,1H3

Upstream product

• 2169-99-5 o-vanillinoxime 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 108-24-7 acetic anhydride 

Downstream Products

• 65202-31-5 (2-hydroxy-3-methoxyphenyl)(phenyl)methanone 
• 198280-95-4 5-bromo-2-hydroxy-3-methoxy-benzonitrile 
• 1072878-92-2 (3-amino-7-methoxybenzofuran-2-yl)(3,4,5-trimethoxyphenyl)-methanone 
• 104245-09-2 anguibactin 
• 540751-00-6 7-methoxy-3-phenylbenzo[d]isoxazole 
• 1337458-56-6 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-methoxyphenol 
• 1337458-45-3 (S)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methoxyphenol 
• 703-98-0 1-(2-hydroxy-3-methoxyphenyl)ethanone 
• 88791-23-5 S-(2-cyano-6-methoxyphenyl)-NN-dimethylthiocarbamate 
• 88791-27-9 3-amino-7-methoxy-1,2-benzisothiazole 
• 88791-24-6 2-mercapto-3-methoxybenzonitrile 
• 115713-42-3 8,2'-dimethoxyflavone 
• 115713-41-2 8,2'-dihydroxyflavone 
• 115713-40-1 2'-hydroxy-2,3'-dimethoxychalcone 

Relevant articles and documents

p-TsOH mediated solvent and metal catalyst free synthesis of nitriles from aldehydes via Schmidt reaction

A new and efficient protocol for the conversion of aldehyde into nitriles by modified Schmidt reaction. The reaction is carried out under solvent free condition using sodium azide as a source of nitrogen and catalysed by p-toluene sulphonic acid in presence of silica surface with no side product. This transformation gives good to excellent yield for numerous aromatic, aliphatic and heterocyclic nitriles using very simple reagent. This method has avoided the use of transition metal catalyst, toxic cyanide, hazardous solvent and offers a greener, simple and environment friendly procedure.

FeCl3-silica: A green approach for the synthesis of nitriles from oximes

A green and suitable protocol for the conversion of aldoximes into nitriles is described. The transformation is carried out under solvent-free conditions using FeCl3-silica medium. The protocol offers a green, single-step facile procedure with the use of less toxic metal salt to isolate nitriles in good to excellent yields.

Fe3O4-nanoparticles catalyzed an efficient synthesis of nitriles from aldehydes

Fe3O4-CTAB NPs have been applied as a competent catalyst for one-pot synthesis of nitriles directly from aldehydes. The present investigation describes the synthesis of nitriles by combination of aromatic/aliphatic/heterocyclic aldehydes and hydroxylamine hydrochloride in the presence of iron oxide nanocatalyst in DMF under reflux condition. Fe3O4-CTAB NPs were prepared by reported method and characterized by FE-SEM, TEM, and XRD analysis. The amount of Fe in Fe3O4-CTAB was quantified by Atomic Absorption Spectroscopy (AAS). The protocol endow with excellent yield of products along with simple reaction set up and economically adept alternative approach.

FeCl3 mediated one-pot route to nitriles

A new and convenient protocol for the transformation of aldehydes into nitriles using hydroxylamine hydrochloride by iron III chloride is presented. The protocol offers a very simple, cost efficient, and environmentally benign procedure with good to excellent yield of nitrile.

Chemoselective Schmidt reaction mediated by triflic acid: Selective synthesis of nitriles from aldehydes

An excellent utility of Schmidt reaction of aldehydes to access corresponding nitriles in an instantaneous reaction is demonstrated. The reaction of aldehydes with NaN3 and TfOH furnishes the corresponding nitriles in near quantitative yields and tolerates a variety of electron-withdrawing and electron-donating substituents on the substrates. Formanilides, a common side product in Schmidt reaction, is not observed in this reaction. Besides these advantages, the salient feature of this reaction is that it exhibits a remarkable chemoselectivity, as acid and ketone functionalities are well tolerated under the reaction conditions. The reaction is easily scalable, high yielding, and nearly instantaneous.

A general and convenient route to oxazolyl ligands

A diverse range of chiral and achiral oxazolyl ligands, which have many applications including catalysis and luminescent devices, are synthesized simply in three steps from readily available and inexpensive phenol and amino alcohol starting materials. The method can be applied to ligands with electron-donating/-withdrawing and sterically demanding/undemanding substituents, and can conveniently be scaled up to >25 g of product.

Synthesis and biological evaluation of 2-(3′,4′,5′-trimethoxybenzoyl)-3-N,N-dimethylamino benzo[b]furan derivatives as inhibitors of tubulin polymerization

Molecules that target microtubules have an important role in the treatment of cancer. A new class of inhibitors of tubulin polymerization based on the 2-(3,4,5-trimethoxybenzoyl)-2-dimethylamino-benzo[b]furan molecular skeleton was synthesized and evaluat

CARBAMOYL-TYPE BENZOFURAN DERIVATIVES

The present invention provides a carbamoyl-type benzofuran derivative of the formula [1]: wherein Ring Z is a group of the formula: etc.; A is a single bond, and the like; Y is a cycloalkanediyl group, etc.; R4 and R5 are the same or different and each is an optionally substituted lower alkyl group, etc.; R1 is a halogen atom, etc.; Ring B of the formula: is an optionally substituted benzene ring; and R3 is a hydrogen atom, etc., or a pharmaceutically acceptable salt thereof, which is useful as an FXa inhibitor.

NOVEL BENZOFURAN DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND USES OF THESE

[From equivalent EP1710233A1] The present invention provides compounds represented by general formula (I): or pharmaceutical acceptable salts thereof, wherein R1 is hydrogen or lower alkyl; R2 is lower alkyl, halo-lower alkyl, cycloalkyl, heterocycloalkyl, aryl, aralkyl, arylalkenyl, aryloxy-lower alkyl, heteroaryl, heteroaryl-lower alkyl, etc; R3, R4, R5 and R6 are each hydrogen, halogen, cyano, lower alkyl, halo-lower alkyl, lower alkoxy, hydroxy, aryl, etc; provided that at least one of R3, R4, R5 and R6 is other than hydrogen. Compound (I) of the present invention shows a potent adenosine A2A receptor antagonistic activity, and are useful for treating or preventing a disease mediated by adenosine A2A receptors such as motor function disorders, depression, anxiety disorders, cognitive function disorders, cerebral ischemia disorders, restless legs syndrome and the like.

BENZOFURAN DERIVATIVE

The present invention provides a benzofuran derivative of the formula [1]: wherein x is a group of the formula: -N="or" -CH=; Y is an optionally substituted amino group, an optionally substituted cycloalkyl group or an optionally substituted saturated heterocyclic group; A is a single bond, a carbon chain optionally having a double bond within or at the end(s) of the chain, or an oxygen atom; R1 is a hydrogen atom or a halogen atom; Ring B is an optionally substituted benzene ring; and R3 is a hydrogen atom, or a pharmaceutically acceptable salt thereof, which is useful as a medicament, especially as an activated blood coagulation factor X inhibitor.