4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE

Product Name: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
CAS No.: 20059-73-8
Chemical Name: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
Synonyms: Itopride Impurity 3;4-[2-(DIMETHYLAMINA) 98+%;Acetaminophen Impurity 11;Itopride Impurity 6 DiHCl;4-[2-(dimethylamino)ethoxy;4-[2-(Dimethylamino)Ethoxy]Ben;4-[2-(Dimethylamino)oxy]benzylamine;P-[2-(Dimthylamino)ethoxy]benzylamine;4-(2-(Dimethylamino)ethyl)benzylamine;4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
CBNumber: CB4701811
Molecular Formula: C11H18N2O
Formula Weight: 194.27
MOL File: 20059-73-8.mol

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4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE Property

Boiling point:: 120-123 °C(Press: 0.3 Torr)
Density: 1.021±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 9.29±0.10(Predicted)
form: Oil
color: Colourless
InChI: InChI=1S/C11H18N2O/c1-13(2)7-8-14-11-5-3-10(9-12)4-6-11/h3-6H,7-9,12H2,1-2H3
InChIKey: OBHPRQNPNGQGCK-UHFFFAOYSA-N
SMILES: C1(CN)=CC=C(OCCN(C)C)C=C1
LogP: 0.860 (est)
CAS DataBase Reference: 20059-73-8(CAS DataBase Reference)

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Safety

Risk Statements: 43
Safety Statements: 36/37
HazardClass: IRRITANT
HS Code: 2921490090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: CDS006173
Product name: 4-(2-dimethylamino)-ethoxybenzylamine
Purity: Aldrich<SUP>CPR</SUP>
Packaging: 50 mg
Price: $73.1
Updated: 2025/07/31

TRC

Product number: D471165
Product name: 4-[2-(Dimethylamino)ethoxy]benzylamine
Packaging: 100g
Price: $1065
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA140585
Product name: 2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine
Packaging: 250mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA140585
Product name: 2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine
Packaging: 500mg
Price: $100
Updated: 2021/12/16

Apolloscientific

Product number: OR345043
Product name: 2-[4-(Aminomethyl)phenoxy]-n,n-dimethylethanamine
Purity: 97%
Packaging: 5g
Price: $121
Updated: 2021/12/16

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4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE Chemical Properties,Usage,Production

Uses

4-[2-(Dimethylamino)ethoxy]benzylamine is an impurity of Itopride (HCl: I931500), a gastroprokinetic benzamide derivative that is used to treat patients with dyspepsia.

Definition

ChEBI: 4-[2-(Dimethylamino)ethoxy]benzylamine is an aromatic amine.

Synthesis

15182-92-0

20059-73-8

General procedure for the synthesis of 4-[2-(dimethylamino)ethoxy]benzylamine from 4-(2-(dimethylamino)ethoxy)benzenecarboxaldehyde: 27 kg of 80% acetic acid was added to the reactor, followed by 5.3 kg of hydroxylamine hydrochloride. The mixture was cooled to 0-5 °C. A solution of acetic acid containing 13.5 kg of 100% 4-(2-dimethylaminoethoxy)benzaldehyde was added to the above cooled mixture. The reaction mixture was kept at 0-5°C for at least 2 hours. Upon completion of the reaction, 10.8 kg of powdered zinc was added in batches and the temperature was controlled not to exceed 50°C. The mixture was stirred at 45-50°C for at least 5 hours and then heated to 65-70°C and kept for at least 2 hours. Upon completion of the reaction, the reaction mixture was distilled to give a thick but stirrable residue. To the residue was added 20.3 kg of deionized water and the mixture was cooled to 20-30 °C. 54 kg of 30% ammonia was added slowly and dropwise to ensure that the pH of the reaction mixture was above 9.5. After stirring for at least 10 minutes at 20-30 °C, the reaction mixture was extracted with 40.5 kg of dichloromethane at 20-25 °C. The reaction mixture was then extracted with aqueous phase of 30% ammonia. The organic phase was separated and the aqueous phase was then subjected to a second extraction with 27 kg of dichloromethane, stirring for at least 5 minutes before combining the organic phases. The solvent was removed by distillation to give an oily residue. To the residue was added 54 kg of sec-butanol and 20.3 kg of N,N-dimethylformamide to give a solution containing 11.5 kg of 4-(2-dimethylaminoethoxy)benzylamine in 84.7% yield.

References

[1] Patent: WO2006/51079, 2006, A1. Location in patent: Page/Page column 5-6
[2] Patent: US2879293, 1957,
[3] Organic Process Research and Development, 2013, vol. 17, # 7, p. 981 - 984
[4] Patent: KR101819771, 2018, B1. Location in patent: Paragraph 0023; 0045-0052

4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE Suppliers

Belgium 1 China 191 Europe 2 Germany 3 India 21 Slovakia 1 United Kingdom 7 United States 28 USA 1 Global 255

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View Lastest Price from 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 4-[2-(DimethylaMino)ethoxy]benzylamine 20059-73-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98.0%
Supply Ability: 1kg/month
Release date: 2023-02-13

Shaanxi Dideu New Materials Co. Ltd

Product: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE 20059-73-8
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-29

Qiuxian Baitai New Material Co., LTD

Product: 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE 20059-73-8
Price: US $80.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 500ton/Month
Release date: 2021-12-21

20059-73-8, 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINERelated Search:

3,4-Dimethoxybenzoic acid 4-[2-(DIMETHYLAMINO)ETHOXY]BENZONITRILE Itopride N-Oxide ETHYL 3,4-DIMETHOXYBENZOATE 3,4-DIMETHOXYBENZOYL CHLORIDE N,N-Dimethyl-2-(p-tolyloxy)ethanamine [4-[2-(DIMETHYLAMINO)ETHOXY]PHENYL]METHANOL N-Desmethyl Itopride Hydrochloride Itopride Impurity C Itopride Impurity A 4-Hydroxybenzylamine Itopride Impurity 1 2-(p-tolyloxy)-N,N-dimethylethanamine hydrochloride Benzaldehyde, 4-[2-(diMethylaMino)ethoxy]-, oxiMe Itopride Impurity B 3,4-Dimethoxybenzyl alcohol 2-Dimethylaminoethanol N-[[4-[2-[bis(trideuteriomethyl)amino]ethoxy]phenyl]methyl]-3,4-dimethoxybenzamide:hydrochloride

4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE

2-(4-(AMINOMETHYL)PHENOXY)-N,N-DIMETHYLETHANAMINE

4-[2-(DIMETHYLAMINA) 98+%

p-[2-(dimethylamino)ethoxy]benzylamine

P-[2-(Dimthylamino)ethoxy]benzylamine

4-[2-(Dimethylamino)Ethoxy]Ben

4-[2-(DIMETHYLAMINA) ETHOXY] BENZYLAMINE

4-(N,N-Dimethylaminoethoxy)benzylamine

4-[2-(Dimethylamino)ethoxy]benzylamine Hydrochloride

4-[2-(Dimethylamino)ethoxy]benzenemethanamine

[2-(4-Aminomethyl-phenoxy)-ethyl]-dimethyl-amine

4-[2-(diMethyylaMino)ethoxy]benzylaMine

BenzeneMethanaMine,4-[2-(diMethylaMino)ethoxy]-

Acetaminophen Impurity 11

Itopride Impurity 3

2-[4-(Amino methyl) phenoxy]-N, N-dimethylethanamine (OR) 4-[2-(dimethylamino)ethoxy]benzylamine.

4-[2-(dimethylamino)ethoxy

Itopride impurity 1/4-[2-(Dimethylamino)ethoxy]benzylamine

Itopride Impurity 6 DiHCl

4-(2-DIMETHYLAMINO)ETHOXYBENZYLAMINE 20059-73-8

4-(2-(Dimethylamino)ethyl)benzylamine

4-[2-(Dimethylamino)ethoxyl]benzylamine

p-[2-(dimethylamino)ethoxy]benzylamChemicalbookine

4-[2-(Dimethylamino)oxy]benzylamine

{4-[2-(dimethylamino)ethoxy]phenyl}methanamine

20059-73-8

20059-75-9

PHARMACEUTICAL INTERMEDIATES

Aromatics

API intermediates