Acetic acid, cyano-, anhydride with acetic acid

Base Information

• Chemical Name: Acetic acid, cyano-, anhydride with acetic acid
• CAS No.: 64992-14-9
• Molecular Formula: C5H5 N O3
• Molecular Weight: 127.1
• DSSTox Substance ID: DTXSID6070144
• Nikkaji Number: J453.278C
• Wikidata: Q81997344
• Mol file: 64992-14-9.mol

Synonyms:Acetic acid, cyano-, anhydride with acetic acid;64992-14-9;Cyanoacetic acid, acetic acid anhydride;Acetic acid, 2-cyano-, anhydride with acetic acid;Cyanoacetic acetic anhydride;SCHEMBL433293;cyanoacetic acid acetic anhydride;DTXSID6070144

Chemical Property of Acetic acid, cyano-, anhydride with acetic acid

Chemical Property:

• Vapor Pressure: 0.233mmHg at 25°C
• Boiling Point: 206.8°C at 760 mmHg
• Flash Point: 84°C
• PSA: 67.16000
• Density: 1.209g/cm³
• LogP: -0.01022
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 127.026943022
• Heavy Atom Count: 9
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC(=O)CC#N

Technology Process of Acetic acid, cyano-, anhydride with acetic acid

There total 2 articles about Acetic acid, cyano-, anhydride with acetic acid 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:

acetic anhydride (108-24-7) + cyanoacetic acid (372-09-8) → acetic 2-cyanoacetic anhydride (64992-14-9)

Guidance literature:

at 95 ℃; for 0.0833333h;

DOI:10.1002/jhet.5570450545

Reference yield:

cyanoacetic acid (372-09-8) + acetyl chloride (75-36-5) → acetic 2-cyanoacetic anhydride (64992-14-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.666667h; Reagent/catalyst; Temperature;

Reference yield: 92.0%

acetic 2-cyanoacetic anhydride (64992-14-9) + (5-amino-2-phenyl-2H-1,2,3-triazol-4-yl)(1-methyl-1H-indol-3-yl)methanone (1205529-59-4) → 2-cyano-N-[5-(1-methyl-1H-indole-3-carbonyl)-2-phenyl-2H-1,2,3-triazol-4-yl]acetamide (1297612-46-4)

Guidance literature:

at 80 ℃; for 0.00277778h; Microwave irradiation; Neat (no solvent);

DOI:10.1016/j.ejmech.2011.02.040

upstream raw materials:

acetic anhydride

cyanoacetic acid

acetyl chloride

Downstream raw materials:

4-cyano-1-cyanoacetyl-2-(cyclohexen-1-yl)-1,2-diazaspiro[4,5]decan-3-one

2-Acetyl-5-bromothiophene

3-oxo-3-(4'-methoxyphenyl)propanenitrile

3-(4-(dimethylamino)phenyl)-3-oxopropanenitrile

Refernces

• 1、 -. "Preparation method of tofacitinib citrate". Paragraph 0046; 0054; 0060; 0068; 0074; 0082. . Retrieved 2020/02/14.
• 2、 Ibrahim, Hamada Mohamed,Ahmed Arafa, Wael Abdelgayed,Behbehani, Haider. "l-Proline catalyzed one-pot synthesis of polysubstituted pyridine system incorporating benzothiazole moiety via sustainable sonochemical approach". . p. 37606 - 37617. Retrieved 2018/11/26.