7292-73-1

Basic information

• Product Name: 4-Fluorophenylglycine
• Synonyms: RARECHEM AK ML 0519;DL-4-FLUOROPHENYLGLYCINE;DL-ALPHA-(4-FLUOROPHENYL)-GLYCINE;AMINO-(4-FLUORO-PHENYL)-ACETIC ACID;4-FLUORO-DL-PHENYLGLYCINE;4-FLUORO-DL-ALPHA-PHENYLGLYCINE;4-FLUOROPHENYLGLYCINE;(+/-)-alpha-Amino-4-fluorophenylacetic acid~H-DL-Phg(4-F)-OH
• CAS NO: 7292-73-1
• Molecular Formula: C₈H₈FNO₂
• Molecular Weight: 169.15
• EINECS: 230-724-4
• Product Categories: Pharmaceutical Raw Materials;Amino ACIDS SERIES;pharmacetical;Fluorobenzene
• Mol File: 7292-73-1.mol

Chemical Properties

• Melting Point: ≥300 °C(lit.)
• Boiling Point: 289.9 °C at 760 mmHg
• Flash Point: 129.1 °C
• Appearance: Pale yellow/Powder
• Density: 1.347 g/cm³
• Vapor Pressure: 0.000988mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.90±0.10(Predicted)
• BRN: 2804849
• CAS DataBase Reference: 4-Fluorophenylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluorophenylglycine(7292-73-1)
• EPA Substance Registry System: 4-Fluorophenylglycine(7292-73-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7292-73-1(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow powder

InChI:InChI=1/C8H8FNO2/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12)

Upstream product

• 109083-80-9 N-Benzoyl-α-(4-fluorophenyl)glycine 
• 56464-70-1 2-amino-2-(4-fluorophenyl)acetonitrile 
• 200000-54-0 N-benzyl-4-fluorophenylglycine 
• 220130-49-4 [(diphenylmethyl)amino](4-fluorophenyl)acetonitrile 
• 71783-54-5 methyl 2-bromo-2-(4-fluorophenyl)acetate 
• 1379588-33-6 ethyl 2-(4-fluorophenyl)-2-(hydroxyimino)acetate 
• 568584-34-9 5-(4-fluorophenyl)imidazolidine-2,4-dione 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 156276-23-2 methyl (p-fluorobenzoyl)formate 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 6494-31-1 1-(4-fluorophenyl)imidazolidine-2,4-dione 
• 1353886-53-9 2-(4-fluorophenyl)-2-hydroxyiminoacetic acid 
• 462-06-6 fluorobenzene 

Downstream Products

• 153381-37-4 N-acetyl-4-fluorophenylglycine 
• 19883-57-9 (S)-2-amino-2-(4-fluorophenyl)acetic acid 
• 93939-74-3 (R)-2-(4-fluorophenyl)glycine 
• 42718-13-8 α-amino-4-fluorobenzeneacetic acid methyl ester 
• 1428149-40-9 4-fluoro-(RS)-phenylglycinamide hydrochloride 
• 914769-61-2 3-[(4-fluorophenyl)(1-methyl-1H-indol-3-yl)methyl]-1-methyl-1H-indole 
• 1236046-46-0 (4-fluorophenyl)(2-(pyridin-2-yl)phenyl)methanone 
• 41855-53-2 2,4,6-tris(4-fluorophenyl)pyridine 
• 88737-70-6 2-(4-Fluorophenyl)-6-methylquinazoline 
• 397-54-6 2-(4-fluorophenyl)benzoxazole 

Relevant articles and documents

Direct reductive amination of ketones with ammonium salt catalysed by Cp*Ir(iii) complexes bearing an amidato ligand

A series of half-sandwich Ir(iii) complexes1-6bearing an amidato bidentate ligand were conveniently synthesized and applied to the catalytic Leuckart-Wallach reaction to produce racemic α-chiral primary amines. With 0.1 mol% of complex1, a broad range of ketones, including aryl ketones, dialkyl ketones, cyclic ketones, α-keto acids, α-keto esters and diketones, could be transformed to their corresponding primary amines with moderate to excellent yields (40%-95%). Asymmetric transformation was also attempted with chiral Ir complexes3-6, and 16% ee of the desired primary amine was obtained. Despite the unsatisfactory enantio-control achieved so far, the current exploration might stimulate more efforts towards the discovery of better chiral catalysts for this challenging but important transformation.

Method for continuously and quickly preparing DL-phenylglycine and analogue thereof

The invention provides a method for continuously and quickly preparing DL-phenylglycine and an analogue thereof. The method comprises the steps of adding 2-hydroxyl-phenylacetonitrile and an analoguethereof (cyanohydrin for short) and an aqueous ammonium bicarbonate solution into a microchannel reactor for a reaction, controlling the reaction temperature to be 80-130 DEG C, and controlling the reaction pressure to be 0.5-2.0 MPa, wherein the standing time of the reactants in a microchannel is 1-8 min, and an aqueous solution of 5-phenyl-hydantoin and an analogue thereof (hydantoin for short)is obtained; adding the hydantoin and alkali into the microchannel reactor for a reaction, controlling the reaction temperature to be 120-200 DEG C, and controlling the reaction pressure to be 1.0-3.5MPa, wherein the standing time of the reactants in the microchannel is 1-8 min, and then a saline solution of phenylglycine and an analogue thereof is obtained; conducting acidification neutralization and crystallization to obtain the phenylglycine and the analogue thereof. According to the method, the microchannel reactor is adopted, the reaction time is greatly shorted, the reaction speed is increased, pyrolysis and polymerization of the cyanohydrin are reduced, no by-products are generated, the products are high in yield, clean and environmentally friendly, and the production cost is lowered.

Reductive amination of ketonic compounds catalyzed by Cp*Ir(III) complexes bearing a picolinamidato ligand

Cp*Ir complexes bearing a 2-picolinamide moiety serve as effective catalysts for the direct reductive amination of ketonic compounds to give primary amines under transfer hydrogenation conditions using ammonium formate as both the nitrogen and hydrogen source. The clean and operationally simple transformation proceeds with a substrate to catalyst molar ratio (S/C) of up to 20,000 at relatively low temperature and exhibits excellent chemoselectivity toward primary amines.

Preparation method for D, L-phenylglycine and analogue thereof

The invention provides a preparation method for D, L-phenylglycine and an analogue thereof. According to the method, benzaldehyde, an analogue thereof and hydrocyanic acid are adopted as raw materials and subjected to cyanidation reaction, and then 2-hydroxy-benzyl cyanide or 2-hydroxy-benzyl cyanide analogue (cyanohydrin for short) is generated. Cyanohydrin reacts with carbon dioxide and the aqueous solution of ammonia, and then 5-phenyl-hydantoin and an analogue thereof (hydantoin for short) are generated. hydantoin is successively subjected to steam stripping, alkaline hydrolysis, steam stripping, decolorization, neutralization, crystallization, washing, centrifuging, drying and the like to obtain D, L-phenylglycine and the analogue thereof. Compared with the prior art, the preparation method for D, L-phenylglycine and the analogue thereof can significantly and effectively reduce the pollution, and fewer inorganic salt by-products are generated. Meanwhile, the prepared D, L-phenylglycine and the analogue thereof are high in product yield and high in purity. Counted in benzaldehyde and the analogue thereof, the yield of D, L-phenylglycine and the analogue thereof is larger than or equal to 96%, and the product purity is larger than or equal to 99%. Meanwhile, the process flow is simple and feasible, so that the method is worthy of market popularization and application.

Convenient method for reduction of C-N double bonds in oximes, imines, and hydrazones using sodium Borohydride-Raney ni system

(Chemical Equation Presented) A practical method has been developed for reduction of C-N double bond in oximes, imines, and hydrazones with sodium borohydride catalyzed by Raney Ni. The reactions were carried out in basic aqueous solution, and the desired products were obtained in moderate yields after a simple procedure. This method can be applied to synthesize simpler aliphatic or aromatic amines and its analogs. Copyright Taylor & Francis Group, LLC.

Enhanced reduction of C-N multiple bonds using sodium borohydride and an amorphous nickel catalyst

Amorphous nickel powder (Ni0) was utilised as a catalyst under mild, aqueous, basic conditions for enhancing the sodium borohydride-mediated reduction of C-N multiple bonds such as oximes, imines, hydrazones and nitriles to produce the corresponding amines in good to excellent yields.

A facile synthesis of substituted phenylglycines

A convenient scaleable process for the preparation of substituted phenylglycines 2 by a modified Strecker reaction is described. Bisulfite- mediated addition of benzylamine and cyanide anion to substituted benzaldehydes 3 gave the aminonitriles 4 which were hydrolysed in two steps to the N-protected amino acid 1. Debenzylation using catalytic transfer hydrogenation gave the title compounds in good yield.

7-α-Amino-substituted acylamino-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids

Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.