ChemicalBook > CAS DataBase List > 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE

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
American Custom Chemicals Corporation
Product number
CHM0024332
Product name
4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
Purity
95.00%
Packaging
5G
Price
$1168.42
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0024332
Product name
4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
Purity
95.00%
Packaging
1G
Price
$721.57
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
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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

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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