ChemicalBook > CAS DataBase List > 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile

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
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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
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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.

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N-Bromosuccinimide Price

TRC
Product number
B418920
Product name
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
Packaging
250mg
Price
$40
Updated
2021/12/16
TRC
Product number
B418920
Product name
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
Packaging
1g
Price
$65
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0389708
Product name
4,5-BIS(2-METHOXYETHOXY)-2-NITROBENZONITRILE
Purity
95.00%
Packaging
5MG
Price
$505.59
Updated
2021/12/16
Matrix Scientific
Product number
096737
Product name
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
Purity
95+%
Packaging
250mg
Price
$515
Updated
2021/12/16
Matrix Scientific
Product number
096737
Product name
4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
Purity
95+%
Packaging
1g
Price
$1143
Updated
2021/12/16
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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

Raw materials

Preparation Products

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4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile Suppliers

BOC Sciences
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16314854226
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United States
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Standardpharm Co. Ltd.
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Cato Research Chemicals Inc.
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Alchem Pharmtech,Inc.
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Synthonix Inc
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Combi-Blocks Inc.
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Matrix Scientific
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American Custom Chemicals Corporation
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View Lastest Price from 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile manufacturers

Sinoway Industrial co., ltd.
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
Hebei Zhuanglai Chemical Trading Co Ltd
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
Nanjing Fred Technology Co., Ltd
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

236750-65-5, 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrileRelated Search:


  • 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile
  • Erlotinib interMediate
  • 2-nitro-4,5-bis(2-Methoxyethoxy)benzonitrile
  • Erlotinib Hydrochloride iMpurity 11
  • Erlotinib Hydrochloride iMpurity 16
  • Erlotinib-12
  • 4,5-Di(2-methoxyethoxy)-2-nitrobenzonitrile
  • Erlotinib Impurity W
  • Erlotinib intermediates
  • Benzonitrile, 4,5-bis(2-methoxyethoxy)-2-nitro-
  • 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile USP/EP/BP
  • Azilsartan medoxomil impurity245
  • Erlotinib impurities403
  • 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile 236750-65-5
  • 4,5-Bis(2-methoxy)-2-nitrobenzonitrile
  • 2-nitro-4,5-bis(2-methoxyethoxy)benzonitrile(Erlotinib intermediate)
  • 2-Nitro-4,5-di - (2-methoxyethoxy) benzonitrile (intermediate of erlotinib)
  • 236750-65-5