4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Product Name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- CAS No.
- 236750-65-5
- Chemical Name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Synonyms
- Erlotinib-12;Erlotinib Impurity W;Erlotinib interMediate;Erlotinib intermediates;Erlotinib impurities403;Azilsartan medoxomil impurity245;Erlotinib Hydrochloride iMpurity 16;Erlotinib Hydrochloride iMpurity 11;4,5-Bis(2-methoxy)-2-nitrobenzonitrile;4,5-Di(2-methoxyethoxy)-2-nitrobenzonitrile
- CBNumber
- CB52537927
- Molecular Formula
- C13H16N2O6
- Formula Weight
- 296.28
- MOL File
- 236750-65-5.mol
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile Property
- Boiling point:
- 459.3±45.0 °C(Predicted)
- Density
- 1.26±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- B418920
- Product name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Packaging
- 250mg
- Price
- $40
- Updated
- 2021/12/16
- Product number
- B418920
- Product name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Packaging
- 1g
- Price
- $65
- Updated
- 2021/12/16
- Product number
- CHM0389708
- Product name
- 4,5-BIS(2-METHOXYETHOXY)-2-NITROBENZONITRILE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $505.59
- Updated
- 2021/12/16
- Product number
- 096737
- Product name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $515
- Updated
- 2021/12/16
- Product number
- 096737
- Product name
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1143
- Updated
- 2021/12/16
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile Chemical Properties,Usage,Production
Uses
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile 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
80407-68-7
236750-65-5
The general procedure for the synthesis of 4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile from 3,4-bis(2-methoxyethoxy)benzonitrile was as follows: 1) Nitration reaction: 200g of 3,4-bis(2-methoxyethoxy)benzonitrile was dissolved in 3L of glacial acetic acid to prepare feedstock I. Concentrated sulfuric acid and concentrated nitric acid were used as feedstock II and feedstock III, respectively. the flow rate was adjusted by a flow pump so that the flow rate of feedstock I was 20 ml/min, that of feedstock II was 10 ml/min, and that of feedstock III was 6 ml/min. the flow rate was adjusted by a flow pump so that the flow rate of feedstock II was 10 ml/min, and the flow rate of feedstock III was 6 ml/min. It was ensured that the molar ratio of HNO3 to 3,4-bis(2-methoxyethoxy)benzonitrile was 1:1.5, and the mass ratio of concentrated nitric acid to concentrated sulfuric acid was 1:4. The reaction temperature was set at 60 °C, and the reaction residence time was set at 60 seconds. The temperature of the cooling module was set to 20 °C. The reaction solution from the outlet of the cooling module was collected and the glacial acetic acid was recovered by distillation under reduced pressure. The residue was added to 1.2 L of water and extracted twice with 1 L of ethyl acetate. The organic phases were combined, washed to neutrality with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate and evaporated. 215.21 g of 4,5-bis(2-methoxyethoxy)-2-nitrobenzonitrile was obtained with 90.58% yield and 98.95% purity.
References
[1] Patent: CN108358798, 2018, A. Location in patent: Paragraph 0055; 0065; 0075; 0085; 0094-0099; 0102
[2] Patent: WO2007/138612, 2007, A2. Location in patent: Page/Page column 10
[3] Patent: WO2007/138613, 2007, A2. Location in patent: Page/Page column 11-12
[4] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 3, p. 909 - 914
[5] Heterocycles, 2007, vol. 71, # 1, p. 39 - 48
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile Preparation Products And Raw materials
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View Lastest Price from 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile manufacturers
- Product
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile 236750-65-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20tons
- Release date
- 2025-01-13
- Product
- 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile 236750-65-5
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-18
- Product
- 4,5-Bis(2-methoxyethoxy)-2-nitro-benzonitrile 236750-65-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%(HPLC)
- Supply Ability
- 2000kg/Year
- Release date
- 2023-12-14