Ethyl cyanoglyoxylate-2-oxime

Base Information

• Chemical Name: Ethyl cyanoglyoxylate-2-oxime
• CAS No.: 3849-21-6
• Molecular Formula: C5H6 N2 O3
• Molecular Weight: 142.114
• Hs Code.: 2928 00 90
• European Community (EC) Number: 223-351-3,260-226-2
• NSC Number: 137667
• DSSTox Substance ID: DTXSID701268244
• Wikipedia: Ethyl_cyanohydroxyiminoacetate
• Wikidata: Q27236286
• Mol file: 3849-21-6.mol

Synonyms:ethyl 2-cyano-2-(hydroxyimino)acetate

Chemical Property of Ethyl cyanoglyoxylate-2-oxime

Chemical Property:

• Appearance/Colour: light yellow crystals or chunks
• Vapor Pressure: 0.0038mmHg at 25°C
• Melting Point: 130-132 °C(lit.)
• Refractive Index: 1.495
• Boiling Point: 248.9 °C at 760 mmHg
• PKA: 6.18±0.10(Predicted)
• Flash Point: 104.3 °C
• PSA: 82.68000
• Density: 1.24 g/cm³
• LogP: -0.09672
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 142.03784206
• Heavy Atom Count: 10
• Complexity: 200

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl Cyano(hydroxyimino)acetate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 22-24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NO)C#N
• Isomeric SMILES: CCOC(=O)/C(=N/O)/C#N
• Uses: A non-explosive alternative to HOBt. This product is a non-explosive alternative to HOBt or HOAt, and allows high peptide coupling rates at low racemization when applied in combination with carbodiimides.

Technology Process of Ethyl cyanoglyoxylate-2-oxime

There total 7 articles about Ethyl cyanoglyoxylate-2-oxime 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: 97.0%

ethyl 2-cyanoacetate (105-56-6) → ethyl cyanoglyoxylate-2-oxime (3849-21-6)

Guidance literature:

ethyl 2-cyanoacetate; With acetic acid; In water; at 0 ℃; for 0.166667h;

With sodium nitrite; In water; at 0 - 20 ℃; for 6.5h;

DOI:10.1002/chem.201405704

Reference yield:

C12H19N4O4 → N,N-dimethyl-4-morpholinecarboxamide (38952-61-3) + ethyl cyanoglyoxylate-2-oxime (3849-21-6)

Guidance literature:

With water; In N,N-dimethylformamide-D₇;

DOI:10.1002/chem.201200711

Reference yield:

→ ethyl cyanoglyoxylate-2-oxime (3849-21-6)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

ethyl 2-cyanoacetate

isopentyl nitrite

ethyl cyanoacetate anion

Downstream raw materials:

C₁₂H₇Cl₃N₂O₅

ethyl 2-amino-2-cyano-acetate*oxalate

6-amino-2-mercapto-5-nitroso-1-(2-phenylethyl)-4(1H)-pyrimidinone

7-Amino-8-cyclohexylmethyl-6-nitroso-2,8-dihydro-3H-imidazo[1,2-a]pyrimidin-5-one

Refernces

• 1、 Kim, Jiyeon,Moon, Seong-Hee,Kim, Bum Tae,Chae, Chong Hak,Lee, Joo Yun,Kim, Seong Hwan. "A novel aminothiazole KY-05009 with potential to inhibit Traf2- And Nck-Interacting Kinase (TNIK) attenuates TGF-β1-mediated epithelial-to-mesenchymal transition in human lung adenocarcinoma A549 cells". . . Retrieved 2014.
• 2、 -. "Dihydrooxazolo[5,4-d]pyrrolo[1,2-a]pyrimidine-9(5H)-one derivative and application thereof". Paragraph 0099; 0102-0104. . Retrieved 2021/05/01.
• 3、 -. "Oxazolo[5,4-d]pyrido[1,2-a]pyrimidone derivative and application thereof". Paragraph 0101; 0104-0106. . Retrieved 2021/05/29.