BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-
- Product Name
- BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-
- CAS No.
- 521284-21-9
- Chemical Name
- BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-
- Synonyms
- C16H1sN2O3HC1;5-METHYL-3-PYRROLIDONE;Merabigran Nitro Intermediate;Mirabelone impurity F (HCl R-isomer);(R)-2-(4-NITROPHENETHYLAMINO)-1-PHENYLETHANOL HCL;(R)-2-((4-Nitrophenethyl)aMino)-1-phenylethanol hydrochloride;R-2-((4-nitrophenethyl)amino)-1-phenylethan-1-ol hydrochloride;(R)-2-(4-nitrophenyl)ethylamino)-1-phenylethanol hydrochloride?;(R)-2-(4-nitrophenethylamino)-1-phenylethanol monohydrochloride;(1R)-2-[2-(4-nitrophenyl)ethylamino]-1-phenylethanol,hydrochloride
- CBNumber
- CB02632380
- Molecular Formula
- C16H18N2O3
- Formula Weight
- 286.32572
- MOL File
- 521284-21-9.mol
BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)- Property
- Melting point:
- 202-205°C
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Water (Slightly)
- form
- Solid
- color
- Pale Yellow
- InChI
- InChI=1S/C16H18N2O3/c19-12-15-4-2-1-3-14(15)11-17-10-9-13-5-7-16(8-6-13)18(20)21/h1-8,17,19H,9-12H2
- InChIKey
- HLHOZMXKZFAMMZ-UHFFFAOYSA-N
- SMILES
- C1(CO)=CC=CC=C1CNCCC1=CC=C([N+]([O-])=O)C=C1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- N502255
- Product name
- (R)-2-((4-nitrophenethyl)amino)-1-phenylethanolHydrochloride
- Packaging
- 250mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- CM116751
- Product name
- (R)-alpha-[[(4-Nitrophenethyl)amino]methyl]benzylAlcoholHydrochloride
- Purity
- 95%
- Packaging
- 5g
- Price
- $122
- Updated
- 2021/12/16
- Product number
- A258436
- Product name
- (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride
- Purity
- 97%
- Packaging
- 5g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 521284219
- Product name
- (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride
- Packaging
- 5g
- Price
- $156
- Updated
- 2021/12/16
- Product number
- CM116751
- Product name
- (R)-alpha-[[(4-Nitrophenethyl)amino]methyl]benzylAlcoholHydrochloride
- Purity
- 95%
- Packaging
- 10g
- Price
- $204
- Updated
- 2021/12/16
BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)- Chemical Properties,Usage,Production
Uses
(R)-2-((4-nitrophenethyl)amino)-1-phenylethanol is an intermediate used to prepare (aminothiazolyl)acetanilide derivatives via coupling reactions for treatment of diabetes.
Synthesis
521284-19-5
521284-21-9
To a stirred solution of (R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide (100 g, prepared according to Example 1a) in tetrahydrofuran (400 mL) was added sodium borohydride (44.07 g) in batches at 28 °C (±2). After addition, the reaction system was cooled down to 2°C (±2). To this cooled solution a solution of tetrahydrofuran (600 mL) with iodine (169.03 g) was slowly added dropwise. The temperature was then raised to reflux and the reaction mixture was stirred continuously for 10 hours. Upon completion of the reaction, the mixture was cooled to 5°C (±2), methanol (50 mL) was added and stirring was continued for 30 minutes. The reaction solution was concentrated. Under keeping the temperature below 10°C, 35% aqueous hydrochloric acid solution (20.83 mL) was slowly added and stirred for 30 minutes. The reaction mixture was warmed to 28°C (±2), water was added and subsequently heated at 68°C (±2) for 1 hour. Tetrahydrofuran and methanol were removed by distillation under reduced pressure. The mixture was cooled to 30 °C (±2) and diluted with dichloromethane (800 mL) and aqueous ammonia solution (200 mL). An isopropanol solution of 17% hydrochloric acid (100 mL) was slowly added to the organic layer and stirred for 3 hours. The precipitated solid was filtered, washed with dichloromethane (100 mL) and dried in vacuum at 48 °C (±2) to give (R)-2-((4-nitrophenylethyl)amino)-1-phenylethanol hydrochloride. Yield: 94.8 g (90.5%); HPLC purity: 99.09%.
References
[1] Patent: WO2015/44965, 2015, A1. Location in patent: Page/Page column 32; 33
[2] Patent: CN105801438, 2016, A. Location in patent: Paragraph 0016; 0019-0020
[3] Patent: CN105481705, 2016, A. Location in patent: Paragraph 0017; 0018; 0020
[4] Patent: EP1440969, 2004, A1. Location in patent: Page 6
[5] Patent: EP1559427, 2005, A1. Location in patent: Page/Page column 6
BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)- Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)- manufacturers
- Product
- Mirabegron Impurity 521284-21-9
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 95%+
- Supply Ability
- 10000
- Release date
- 2025-04-07
- Product
- (R)-2-[[2-(4-nitrophenyl ethyl] aMino]-1-phenyl ethanol Monohydrochloride 521284-21-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- (R)-2-[[2-(4-nitrophenyl ethyl] aMino]-1-phenyl ethanol Monohydrochloride 521284-21-9
- Price
- US $100.00-2500.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 2MT per month
- Release date
- 2021-06-21