ChemicalBook > CAS DataBase List > BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-

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
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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
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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..…

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N-Bromosuccinimide Price

TRC
Product number
N502255
Product name
(R)-2-((4-nitrophenethyl)amino)-1-phenylethanolHydrochloride
Packaging
250mg
Price
$65
Updated
2021/12/16
Ambeed
Product number
A258436
Product name
(R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride
Purity
97%
Packaging
250mg
Price
$20
Updated
2021/12/16
Ambeed
Product number
A258436
Product name
(R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride
Purity
97%
Packaging
1g
Price
$48
Updated
2021/12/16
Chemenu
Product number
CM116751
Product name
(R)-alpha-[[(4-Nitrophenethyl)amino]methyl]benzylAlcoholHydrochloride
Purity
95%
Packaging
5g
Price
$122
Updated
2021/12/16
Ambeed
Product number
A258436
Product name
(R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride
Purity
97%
Packaging
5g
Price
$145
Updated
2021/12/16
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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

Moxin Chemicals
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
Henan Aochuang Chemical Co.,Ltd.
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
Anhui Dexinjia Biopharm Co., Ltd
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

521284-21-9, BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-Related Search:


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