Ethyl 2,2-diethoxyethylcyanoacetate

Base Information

• Chemical Name: Ethyl 2,2-diethoxyethylcyanoacetate
• CAS No.: 52133-67-2
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Hs Code.: 2926907090
• DSSTox Substance ID: DTXSID90399970
• Nikkaji Number: J1.090.149I
• Mol file: 52133-67-2.mol

Synonyms:Succinaldehydicacid, 2-cyano-, ethyl ester, diethyl acetal (6CI,7CI);2-Cyano-4,4-diethoxybutyric acid ethyl ester;Ethyl2-cyano-4,4-diethoxybutyrate;

Chemical Property of Ethyl 2,2-diethoxyethylcyanoacetate

Chemical Property:

• Appearance/Colour: Colourless Liquid
• Vapor Pressure: 0.000121mmHg at 25°C
• Refractive Index: 1.44
• Boiling Point: 335.2 °C at 760 mmHg
• Flash Point: 146.1 °C
• PSA: 68.55000
• Density: 1,025 g/cm³
• LogP: 1.47848
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Cyano-4,4-diethoxybutyrate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(CC(C#N)C(=O)OCC)OCC
• Uses: Ethyl 2-Cyano-4,4-diethoxybutyrate (cas# 52133-67-2) is a compound useful in organic synthesis.

Technology Process of Ethyl 2,2-diethoxyethylcyanoacetate

There total 6 articles about Ethyl 2,2-diethoxyethylcyanoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.1%

ethyl 2-cyanoacetate (105-56-6) + Bromoacetaldehyde diethyl acetal (2032-35-1) → ethyl 2-cyano-4,4-diethoxybutyrate (52133-67-2)

Guidance literature:

With sodium tert-pentylate; In dimethyl sulfoxide; at 5 - 90 ℃; Large scale;

Reference yield: 61.0%

ethanol (64-17-5) + ethyl bromocyanoacetate (1187-46-8) + ethyl vinyl ether (109-92-2,25104-37-4) → ethyl 2-cyano-4,4-diethoxybutyrate (52133-67-2)

Guidance literature:

ethyl bromocyanoacetate; ethyl vinyl ether; With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; In dichloromethane; at 25 ℃; for 2h;

ethanol; In dichloromethane; at 25 ℃; for 0.5h;

DOI:10.1021/jo981900p

Reference yield: 51.0%

ethyl 2-cyanoacetate (105-56-6) + chloroacetaldehyde diethyl acetal (621-62-5) → ethyl 2-cyano-4,4-diethoxybutyrate (52133-67-2)

Guidance literature:

With sodium methylate; sodium iodide; In ethanol; N,N-dimethyl-formamide; at 95 ℃; for 4h;

DOI:10.1002/jhet.5570430615

upstream raw materials:

ethyl 2-cyanoacetate

Bromoacetaldehyde diethyl acetal

ethanol

ethyl bromocyanoacetate

Downstream raw materials:

3,4-dihydro-2-methoxy-4-oxo-7H-pyrrolo<2,3-d>pyrimidine

6-amino-5-(2,2-diethoxyethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

4-Amino-2,6-dihydroxy-5-(2,2-diethoxy-ethyl)-pyrimidin

6-amino-5-(2,2-diethoxy-ethyl)-2-[3-(4-methyl-piperazin-1-yl)-phenylamino]-pyrimidin-4-ol

Refernces

• 1、 -. "PROCESS AND INTERMEDIATES FOR PREPARING A JAK INHIBITOR". . . Retrieved 2022/03/04.
• 2、 -. "Synthetic method of 4-chloropyrrolopyrimidine". Paragraph 0008; 0017. . Retrieved 2018/12/05.