(alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide

Product Name: (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide
CAS No.: 521284-19-5
Chemical Name: (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide
Synonyms: Mirabegron INT 1;Lactose Impurity 13;Mirabegron impurity G CRS;2-hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide;ALPHA-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzamide;Mirabegron Impurity 89 (Mirabegron EP Impurity G);(R)-2-Hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide;(R)-N-(4-nitrophenethyl)-2-hydroxy-2-phenylacetamide;Mirabegron Impurity 8 (Mirabegron stage -I Impurity );R-a-hydroxy-N-[2-(4-nitrophenyl)ethyl]- BenzeneacetaMide
CBNumber: CB72614327
Molecular Formula: C16H16N2O4
Formula Weight: 300.31
MOL File: 521284-19-5.mol

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(alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide Property

Melting point:: 116-119°C
Boiling point:: 584.8±50.0 °C(Predicted)
Density: 1.294
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 12.50±0.20(Predicted)
color: Off-White to Pale Yellow
optical activity: -29.3°(C=0.01g/ml ETOH)
InChI: InChI=1/C16H16N2O4/c19-15(13-4-2-1-3-5-13)16(20)17-11-10-12-6-8-14(9-7-12)18(21)22/h1-9,15,19H,10-11H2,(H,17,20)/t15-/s3
InChIKey: YWGDTDSOHPHFAQ-UJHUVDBMNA-N
SMILES: C1([C@@H](O)C(NCCC2=CC=C([N+]([O-])=O)C=C2)=O)=CC=CC=C1 |&1:1,r|

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: H953660
Product name: (2R)-2-Hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide
Packaging: 500mg
Price: $65
Updated: 2021/12/16

AK Scientific

Product number: Y1134
Product name: (2R)-2-Hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide
Packaging: 1g
Price: $80
Updated: 2021/12/16

Ambeed

Product number: A186183
Product name: (R)-2-Hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide
Purity: 97%
Packaging: 250mg
Price: $7
Updated: 2021/12/16

Ambeed

Product number: A186183
Product name: (R)-2-Hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide
Purity: 97%
Packaging: 1g
Price: $15
Updated: 2021/12/16

Ambeed

Product number: A186183
Product name: (R)-2-Hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide
Purity: 97%
Packaging: 5g
Price: $43
Updated: 2021/12/16

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(alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide Chemical Properties,Usage,Production

Uses

(ALPHAR)-ALPHA-hydroxy-N-[2-(4-nitrophenyl)ethyl]phenylacetamide is an organic amide, which can be used as a pharmaceutical intermediate.

Uses

(2R)-2-Hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide is an intermediate used to prepare (aminothiazolyl)acetanilide derivatives via coupling reactions for treatment of diabetes.

Synthesis

611-71-2

29968-78-3

521284-19-5

GENERAL STEPS: To a stirred solution of (R)-mandelic acid (97.61 g) in acetonitrile (1000 mL) was slowly added trimethyl borate (66.66 g) at 28 °C (±2 °C). After addition, the reaction system was warmed to 58 °C (±2 °C) and maintained for 90 min. Maintaining this temperature, 4-nitrophenylethylamine hydrochloride (100.0 g) was added to the reaction solution. Subsequently, N,N-diisopropylethylamine (82.92 g) was added slowly and the reaction mixture was heated to reflux for 12 hours. After completion of the reaction, the system was cooled to 30 °C (±2 °C) and diluted with ethyl acetate (1100 mL) and 1 M aqueous hydrochloric acid (1400 mL). The organic phase was separated and washed with 1M aqueous hydrochloric acid solution, 5% aqueous sodium hydroxide solution and saturated saline in turn. The organic phase was concentrated under reduced pressure and the residue was recrystallized from toluene (500 mL). The resulting solid was washed with toluene and dried under vacuum at 48 °C (±2 °C) to give the light yellow crystalline product (R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide. Yield: 125 g (84.3%); HPLC purity: 98.65%.

References

[1] Advanced Synthesis and Catalysis, 2017, vol. 359, # 20, p. 3665 - 3673
[2] Patent: WO2015/44965, 2015, A1. Location in patent: Page/Page column 32
[3] Patent: CN105481705, 2016, A. Location in patent: Paragraph 0017; 0018; 0019
[4] Patent: EP1440969, 2004, A1. Location in patent: Page 5-6
[5] Patent: EP1559427, 2005, A1. Location in patent: Page/Page column 5-6

(alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide Suppliers

China 151 India 10 United States 3 Global 164

Suzhou Uugene Biopharma Co., Ltd.

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Hunan Hui Bai Shi Biotechnology Co., Ltd.

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View Lastest Price from (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide manufacturers

Moxin Chemicals

Product: Mirabegron EP Impurity G 521284-19-5
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95%+
Supply Ability: 10000
Release date: 2025-04-07

PNP Biotech Co. Ltd

Product: (R)-N-(4-nitrophenethyl)-2-hydroxy-2-phenylacetamide 521284-19-5
Price: US $0.00/kg
Min. Order: 25kg
Purity: ≥98%
Supply Ability: Inquiry
Release date: 2022-10-28

Henan Bao Enluo International TradeCo.，LTD

Product: (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide 521284-19-5
Price: US $100.00/kg
Min. Order: 25kg
Purity: 99%
Supply Ability: 500t/month
Release date: 2023-05-23

521284-19-5, (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamideRelated Search:

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2-hydroxy-N-(4-nitrophenethyl)-2-phenylacetamide

High purity CAS 521284-19-5 (alphaR)-alpha-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide in stock

(R) Alpha hydroxy-N - [2- (4-nitrophenyl) ethyl] phenylacetamide

Lactose Impurity 13

ALPHA-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzamide

(aR)-a-Hydroxy-N-[2-(4-nitrophenyl)ethyl]benzeneacetamide

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521284-19-5

1521284-22-0

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