5470-34-8

Basic information

• Product Name: N-(4-METHOXYPHENYL)FORMAMIDE
• Synonyms: 4'-METHOXYFORMANILIDE;N-FORMYL-4-METHOXYANILINE;N-(4-METHOXYPHENYL)FORMAMIDE;4''-METHOXYFORMANILIDE (EP);(4-Methoxyanilino)formaldehyde;NSC-26220;Ai3-18915;Einecs 226-802-2
• CAS NO: 5470-34-8
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 226-802-2
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 5470-34-8.mol
• Article Data: 235

Chemical Properties

• Melting Point: 78-82 °C(lit.)
• Boiling Point: 159 °C / 5mmHg
• Flash Point: 150.5°C
• Appearance: /
• Density: 1.16g/cm³
• Refractive Index: 1.682
• Solubility: soluble in Methanol
• PKA: 14.41±0.70(Predicted)
• CAS DataBase Reference: N-(4-METHOXYPHENYL)FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYPHENYL)FORMAMIDE(5470-34-8)
• EPA Substance Registry System: N-(4-METHOXYPHENYL)FORMAMIDE(5470-34-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5470-34-8(Hazardous Substances Data)

Usage

General Description

N-(4-METHOXYPHENYL)FORMAMIDE, also referred to as 123-99-9 using its CAS registry number, is an organic chemical compound most commonly utilized for its broad application in chemical research and development, particularly in the pharmaceutical industry. Its chemical formula is C9H11NO2, and it exhibits properties typical of both formamides and phenyl compounds, including the capacity to participate in a wide variety of reactions. N-(4-METHOXYPHENYL)FORMAMIDE is characterized by a methoxyphenyl group attached to a formamide group, providing it with both the amide functional group and an aromatic ring. As with many chemicals, N-(4-METHOXYPHENYL)FORMAMIDE should be handled with care as it is potentially harmful if swallowed, inhaled, or comes in contact with the skin.

InChI:InChI=1/C22H15N5O4/c28-22(26-23-14-17-11-12-20(31-17)27(29)30)21-24-18(15-7-3-1-4-8-15)13-19(25-21)16-9-5-2-6-10-16/h1-14H,(H,26,28)/b23-14-

Upstream product

• 64-18-6 formic acid 
• 20265-97-8 p-anisidine hydrochloride 
• 104-94-9 4-methoxy-aniline 
• 77287-34-4 formamide 
• 109-94-4 formic acid ethyl ester 
• 100-17-4 para-methoxynitrobenzene 
• 201230-82-2 carbon monoxide 
• 18197-22-3 N-formylformamide 
• 150760-95-5 formic acid cyanomethyl ester 
• 10535-67-8 trimethylacetic formic anhydride 
• 2258-42-6 formyl acetic anhydride 
• 108429-52-3 1-(p-methoxyphenyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole 
• 146935-58-2 N-isopropenyl-N-(4-methoxyphenyl)formamide 
• 94793-46-1 N-(4-Methoxy-phenyl)-formamidine 

Downstream Products

• 105972-02-9 1-(4-methoxyphenyl)-2-methylpyrrolidine 
• 857591-32-3 4-methoxy-N-(3-pentyl)aniline 
• 6709-42-8 N-(4-methoxyphenyl)-1,1-diphenylmethylamine 
• 21788-28-3 1-(4-methoxyphenyl)-1H-tetrazole 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 51-66-1 4-methoxyacetanilide 
• 22378-45-6 3-(4-Methoxy-phenyl)-3H-quinazolin-4-one 
• 78533-10-5 6-methoxy-2-methylquinoline-4-carboxylic acid 
• 1152-75-6 N,N'-bis(4-methoxyphenyl)iminoformamide 
• 1078-28-0 6-methoxyquinaldine 
• 67519-77-1 N-(Chloro-dimethyl-silanylmethyl)-N-(4-methoxy-phenyl)-formamide 
• 10349-38-9 p-methoxyphenylisonitrile 
• 106381-12-8 2H-2-(4-methoxyphenyl)benzo[d]-1,2,3-triazole 1-oxide 
• 77486-29-4 N-Cyclohexyl-N'-(4-methoxy-phenyl)-N-methyl-formamidine 

Relevant articles and documents

Enantioselective Synthesis of Azetidines through [3 + 1]-Cycloaddition of Donor-Acceptor Aziridines with Isocyanides

The enantioselective [3 + 1]-cycloaddition of racemic donor-acceptor (D-A) aziridines with isocyanides was first realized under mild reaction conditions using a chiral N,N′-dioxide/MgIIcomplex as catalyst, providing a facile route to enantioenriched exo-imido azetidines with good to excellent yield (up to 99%) and enantioselectivity (up to 94% ee). An obvious chiral amplification effect was observed in this system, and an explanation was elucidated based on the experimental investigation and X-ray crystal structure of the enantiomerically pure catalyst.

HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media

We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups.

Solvent-free, Efficient Transamidation of Carboxamides with Amines Catalyzed by Recyclable Sulfated Polyborate Catalyst

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