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
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)
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.
N-Bromosuccinimide Price
- Product number
- CDS006173
- Product name
- 4-(2-dimethylamino)-ethoxybenzylamine
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 50 mg
- Price
- $73.1
- Updated
- 2025/07/31
- Product number
- D471165
- Product name
- 4-[2-(Dimethylamino)ethoxy]benzylamine
- Packaging
- 100g
- Price
- $1065
- Updated
- 2021/12/16
- Product number
- FA140585
- Product name
- 2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine
- Packaging
- 250mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FA140585
- Product name
- 2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine
- Packaging
- 500mg
- Price
- $100
- Updated
- 2021/12/16
- Product number
- OR345043
- Product name
- 2-[4-(Aminomethyl)phenoxy]-n,n-dimethylethanamine
- Purity
- 97%
- Packaging
- 5g
- Price
- $121
- Updated
- 2021/12/16
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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View Lastest Price from 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE manufacturers
- 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
- 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
- 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