2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Product Name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- CAS No.
- 950596-58-4
- Chemical Name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Synonyms
- Erlotinib Impurity 134;Erlotinib Hydrochloride iMpurity 23;2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile;Benzonitrile, 2-amino-4,5-bis(2-methoxyethoxy)-;2-((4-chloro-7-(2-methoxyethoxy)quinazolin-6-yl)oxy)ethanol
- CBNumber
- CB82470977
- Molecular Formula
- C13H18N2O4
- Formula Weight
- 266.29
- MOL File
- 950596-58-4.mol
2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile Property
- Melting point:
- 73-77 °C
- Boiling point:
- 445.5±45.0 °C(Predicted)
- Density
- 1.17±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 1.85±0.10(Predicted)
- color
- Pale Beige to Beige
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A898405
- Product name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- A898405
- Product name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- Z1739
- Product name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Packaging
- 5g
- Price
- $96
- Updated
- 2021/12/16
- Product number
- FA152677
- Product name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Packaging
- 5mg
- Price
- $117
- Updated
- 2021/12/16
- Product number
- FA152677
- Product name
- 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile
- Packaging
- 2mg
- Price
- $59
- Updated
- 2021/12/16
2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile Chemical Properties,Usage,Production
Uses
2-((4-Chloro-7-(2-methoxyethoxy)quinazolin-6-yl)oxy)ethanol is an impurity if Erlotinib (E625008) a EGFR-targeted drug in the treatment of non-small cell lung cancer.
Uses
2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile is an impurity of Erlotinib (E625008), a EGFR-targeted drug in the treatment of non-small cell lung cancer. EGFR small tyrosine kinase inhibitor that shows most substantial effect on tumor growth inhibition and animal survival.
Synthesis
236750-65-5
950596-58-4
The general procedure for the synthesis of 2-amino-4,5-bis(2-methoxyethoxy)benzonitrile from 4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile is as follows: 1) Catalytic hydrogenation reaction: 200g of 4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile obtained from the previous step was dissolved in 5L of anhydrous methanol, and 10g of Pd/C catalyst (with 10% Pd content) was added, and mixed with thorough stirring. H2 was used as the reducing agent, and the flow rate of the slurry pump was adjusted so that the flow rate of the reaction material was 40.0 g/min, and the gas flow meter controlled the flow rate of H2 to ensure that the molar ratio of nitro compounds to H2 was 1:3.5.The temperature of the reaction was 90 ℃, and the temperature of the cooling module was 25 ℃, and the residence time of the reaction was 25 s, and the pressure of the reaction was 1.5 MPa.After the completion of the reaction, the reaction liquid was collected from the outlet of the cooling module After the reaction is completed, the reaction liquid is collected from the outlet of the cooling module for post-treatment. 2) Post-treatment: Recover the Pd/C catalyst by filtration and recover the organic solvent by distillation under reduced pressure. Add 1.2L of acetone to the residue, stir to dissolve and then add 450mL of concentrated hydrochloric acid, stir to crystallize for 1 hour. The filter cake was collected by filtration, dissolved in 2L of water, and the pH was adjusted to 8.0 with 2 mol/L NaOH solution. 2L of ethyl acetate was used for extraction in two portions of 1L each, and the organic phases were combined. The organic phase was dried with anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure to obtain 160.83 g of 2-amino-4,5-bis(2-methoxyethoxy)benzonitrile in 80.77% yield and 99.43% purity.
References
[1] Organic Process Research and Development, 2007, vol. 11, # 5, p. 813 - 816
[2] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 3, p. 909 - 914
[3] Patent: CN108358798, 2018, A. Location in patent: Paragraph 0052; 0057; 0067; 0077; 0087; 0112-0119; 0123
[4] Patent: WO2007/138612, 2007, A2. Location in patent: Page/Page column 10-11
[5] Patent: WO2007/138613, 2007, A2. Location in patent: Page/Page column 10-11
2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile manufacturers
- Product
- 2-AMino-4,5-bis (2-Methoxyethoxy)benzonitrile 950596-58-4
- Price
- US $2.00-6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-07-29
- Product
- 2-Amino-4,5-bis(2-methoxyeth-oxy)benzonitrile 950596-58-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%(HPLC)
- Supply Ability
- 2000kg/Year
- Release date
- 2023-12-14
- Product
- 2-AMino-4,5-bis (2-Methoxyethoxy)benzonitrile 950596-58-4
- Price
- US $50.00/g
- Min. Order
- 10g
- Purity
- 99.8%
- Supply Ability
- 10tons
- Release date
- 2020-04-17