21969-70-0

Basic information

• Product Name: 2-ANILINOACETAMIDE
• Synonyms: Phenylglycinamide
• CAS NO: 21969-70-0
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.18
• Mol File: 21969-70-0.mol

Chemical Properties

• Boiling Point: 385.762°C at 760 mmHg
• Flash Point: 187.102°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 2-ANILINOACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ANILINOACETAMIDE(21969-70-0)
• EPA Substance Registry System: 2-ANILINOACETAMIDE(21969-70-0)

Safety Data

• Hazardous Substances Data: 21969-70-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Anilinoacetamide is used as an initial substrate for the enzymic synthesis of Cephalexin (C256800) with liquid penicillin G acylase. This application is important because it plays a vital role in the production of Cephalexin, a widely used antibiotic that belongs to the cephalosporin group of antibiotics. Cephalexin is effective against a broad range of bacterial infections, making 2-Anilinoacetamide a valuable compound in the development and synthesis of essential medications.

InChI:InChI=1/C8H10N2O/c9-8(11)6-10-7-4-2-1-3-5-7/h1-5,10H,6H2,(H2,9,11)

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 3009-97-0 N-phenylglycinonitrile 
• 861321-16-6 N-anilinomethyl formanilide 
• 151-50-8 potassium cyanide 
• 178869-03-9 2,6-diphenyl-1-oxa-2,5-diaza-4-oxo-cyclohexane 
• 490-56-2 3-phenyl-oxazolidine-2,5-dione 
• 7664-41-7 ammonia 
• 861071-17-2 N,N'-diphenyl-N,N'-oxalyl-bis-glycine diethyl ester 
• 586-96-9 Nitrosobenzene 
• 103-70-8 Formanilid 
• 62-53-3 aniline 
• 2216-92-4 N-phenylglycine ethyl ester 
• 1668-10-6 glycinamide hydrochloride 
• 66003-76-7 Diphenyliodonium triflate 

Downstream Products

• 10242-60-1 N-nitroso-N-phenyl-glycine amide 
• 213995-52-9 2-(4-bromophenylamino)acetamide 
• 101777-79-1 N-(N-phenyl-glycyl)-glycine diethylamide 
• 42239-75-8 4-phenylpiperazine-2,6-dione 
• 15414-78-5 1-phenylhydantoin 
• 108774-91-0 2-methyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-1-phenyl-1,5-dihydro-imidazol-4-one 
• 103-01-5 N-Phenylglycine 
• 4801-39-2 2-amino-N-phenylacetamide hydrochloride 
• 611-71-2 MANDELIC ACID 
• 1181491-60-0 1-phenyl-4-chloro-1H-imidazole-5-carbaldehyde 
• 1346234-64-7 4-chloro-2-(2-chlorophenyl)-1-phenyl-1H-imidazole-5-carbaldehyde 
• 1346234-57-8 N-(2-amino-2-oxoethyl)-2-chloro-N-phenylbenzamide 
• 1346234-65-8 4-chloro-2-(4-nitrophenyl)-1-phenyl-1H-imidazole-5-carbaldehyde 
• 1030737-19-9 N-(2-amino-2-oxoethyl)-N-phenyl-4-nitrobenzamide 

Relevant articles and documents

Selective C-N coupling reaction of diaryliodonium salts and dinucleophiles

N-Aryl-α-amino amides including their chiral isomers have demonstrated important applications as pharmaceutical drugs; however, to date, a one-step synthetic route for them still remains to be developed. Herein, an efficient ligand-free copper-catalyzed selective C-N coupling reaction of diaryliodonium salts and dinucleophiles under mild conditions was realized. Diaryliodonium salts prefer to react with dinucleophiles at the site of stronger alkalic amino groups. Thus, a general aliphatic amino-selective N-arylation of α-amino amides was disclosed. Additionally, copper-catalyzed N-arylation of diaryliodonium salts afforded the same products as obtained via palladium-catalyzed reactions of aryl halides.

Cs2CO3-Promoted Direct N-Alkylation: Highly Chemoselective Synthesis of N-Alkylated Benzylamines and Anilines

Herein is described an efficient and chemoselective method for the synthesis of diversely substituted secondary amines in yields up to 98 %. Direct mono-N-alkylation of primary benzylamines and anilines with a wide range of alkyl halides is promoted by a cesium base in the absence of any additive or catalyst. The basicity and solubility of cesium carbonate in anhydrous N,N-dimethylformamide not only enables mono-N-alkylation of primary amines but also suppresses undesired dialkylation of the desired amines.

4-OXOIMIDAZOLIDINE-2-SPIROPIPERIDINE DERIVATIVE

The invention relates to 4-oxoimidazolidine-2-spiropiperidine derivatives represented by a general formula [I] ???[in which A1, A2, A3, A4 and A5 stand for optionally halogen-substituted methine, or nitrogen atom; R1 and R2 stand for lower alkyl or the like; R3 stands for hydrogen or lower alkyl; R4 and R5 stand for hydrogen, or lower alkyl which is optionally substituted with hydroxy, or the like] or salts thereof. These compounds act as nociceptin receptor agonist, and are useful as analgesic, reliever from tolerance to narcotic analgesic, reliever from dependence on narcotic analgesic, analgesic enhancer, antiobestic, drug for ameliorating brain function, remedy for schizophrenia, drug for treating regressive neurodegenerative diseases, antianxiety agent or antidepressant and remedy for diabetes insipidus and polyuria; and the like.

Process for producing optically active alpha-amino acid and optically active alpha-amino acid amine

The present invention provides a process for efficiently producing an optically active α-amino acid and an optically active α-amino acid amide. After contacting with cells or processed cells thereof having an ability to asymmetrically hydrolyse, a water solvent is substituted with at least one solvent selected from the group consisting of linear, branched, or cyclic alcohol having 3 or more carbon atoms and the optically active α-amino acid is preferentially precipitated from the alcohol solution. The addition of basic compounds, particularly potassium compounds to the alcohol solution containing the optically active α-amino acid amide, which is obtained after the separation of the optically active α-amino acid, enables the purification of the amide without the inclusion of amino acid into amino acid amide. Thus, the amide is subjected to the step of racemization and then recycled.

Novel N-substituted alpha aminoacid amides as calcium channel modulators

The compounds of formula I and derivatives thereof have been found to be active in tests that show modulation of voltage-dependent calcium channels, and are thus indicated for use in the treatment of diseases in which such modulation is beneficial, in par

Electrophilic amination of 2-azadienes

2-Azadienes 1 bearing a trialkylsilyloxy group on position 3 can be regarded as carboxylic acid synthons. Their cycloadditions with several classes of nitroso compounds have been studied in detail as well as the transformation of the adducts into α-amino acids. The study showed that arylnitroso compounds such as nitrosobenzene reacted with 2-azadienes to give adducts that are potential precursors of α-N-arylamino acids. We have outlined an important limitation to the use of α-chloronitroso compounds. They are not compatible with highly functionalized dienes like 2-azadienes. On the other hand α-cyanonitroso and acylnitroso compounds reacted with azadienes to give adducts which were readily converted into α-amino acid derivatives.

Optical resolution of phenyl-glycine amide

The process of the invention is directed to separating a racemic mixture of L- and D-phenyl-glycine amide, by treatments of the racemate with an optically active form of 2-pyrrolidone-5-carboxylic acid.