2-Cyanoacetamide

Base Information

• Chemical Name: 2-Cyanoacetamide
• CAS No.: 107-91-5
• Deprecated CAS: 30587-80-5
• Molecular Formula: C3H4N2O
• Molecular Weight: 84.0776
• Hs Code.: H2CONH2 MOL WT. 84.08
• European Community (EC) Number: 203-531-8
• NSC Number: 8948,6285
• UNII: YBK38G2YXH
• DSSTox Substance ID: DTXSID2051552
• Nikkaji Number: J4.067C
• Wikipedia: Cyanoacetamide
• Wikidata: Q1146906
• Metabolomics Workbench ID: 128108
• ChEMBL ID: CHEMBL2333142
• Mol file: 107-91-5.mol

Synonyms:2-cyanoacetamide;cyanoacetamide

Chemical Property of 2-Cyanoacetamide

Chemical Property:

• Appearance/Colour: white to light cream crystalline powder
• Melting Point: 119-121 °C(lit.)
• Refractive Index: 1.515
• Boiling Point: 351.2 °C at 760 mmHg
• PKA: -1.27±0.10(Predicted)
• Flash Point: 215 °C
• PSA: 66.88000
• Density: 1.163 g/cm³
• LogP: 0.08568
• Storage Temp.: Store below +30°C.
• Solubility.: cold water: soluble1gm in 6.5ml
• Water Solubility.: soluble
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 84.032362755
• Heavy Atom Count: 6
• Complexity: 98.6

Purity/Quality:

99% ^*data from raw suppliers

Cyanoacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-26-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C(C#N)C(=O)N
• Uses: 2-Cyanoacetamide was used in spectrofluorimetric method for the determination of some antihistaminic H1 receptor antagonist drugs such as ebastine, cetirizine dihydrochloride and fexofenadine hydrochloride. It may be used in fluorometric determination of 3,4-dihydroxyphenylalanine. It was used as post column fluorigenic derivatizing agent for the bio-analysis and pharmacokinetics of chitosan ester in rabbit serum. Cyanoacetamide is the starting reagent for vitamin B6 synthesis. It reacts with reducing carbohydrates in borate buffer to give intense fluorescence and is useful for the automated analysis of carbohydrates as borate complexes. It can also be used in the synthesis of heterocyclic compounds such as pyrazole, pyridine and pyrimidine derivatives. Moreover, it can also be applied for the spectrophotometric assay of the enzyme activity of cellulose in related host cells.

Technology Process of 2-Cyanoacetamide

There total 27 articles about 2-Cyanoacetamide 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: 100.0%

ethyl 2-cyanoacetate (105-56-6) → cyanoacetic acid amide (107-91-5)

Guidance literature:

With ammonia;

DOI:10.1016/j.mencom.2012.01.005

Reference yield: 99.0%

malonodiamide (108-13-4) → cyanoacetic acid amide (107-91-5)

Guidance literature:

With bis(trichloromethyl) carbonate; In cyclohexane; at 80 ℃; for 0.5h; under 11251.1 Torr; Pressure; Solvent; Temperature;

Reference yield: 98.4%

methyl 2-cyanoacetate (105-34-0) → cyanoacetic acid amide (107-91-5)

Guidance literature:

With ammonia; at -25 - -5 ℃; for 1h; Temperature;

upstream raw materials:

ethanol

2,4-dicyano-3-isopropyl-glutaric acid diamide

sodium cyanoacetic acid ethyl ester

cyanoacetic acid

Downstream raw materials:

3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine

5-cyano-2-imino-4,4-dimethyl-6-oxo-piperidine-3-carboxylic acid amide

2-hydroxy-4,6-dimethyl-3-carbonitrile

2,6-dihydroxy-3-cyano-4-methylpyrimidine

Refernces

• 1、 Fatiadi. "". . p. 65. Retrieved 1976.
• 2、 Wang, Fu-Cheng,Peng, Bin,Cao, Sheng-Li,Li, Hong-Yun,Yuan, Xiao-Li,Zhang, Ting-Ting,Shi, Ruifeng,Li, Zhuqing,Liao, Ji,Wang, Hailong,Li, Jing,Xu, Xingzhi. "Synthesis and cytotoxic activity of chalcone analogues containing a thieno[2,3-d]pyrimidin-2-yl group as the A-ring or B-ring". . . Retrieved 2020.
• 3、 Cheng, Zhongyi,Cui, Wenjing,Xia, Yuanyuan,Peplowski, Lukasz,Kobayashi, Michihiko,Zhou, Zhemin. "Modulation of Nitrile Hydratase Regioselectivity towards Dinitriles by Tailoring the Substrate Binding Pocket Residues". . p. 449 - 458. Retrieved 2018.
• 4、 Karteek, S. Durga,Reddy, A. Gopi,Tej, M. Bhuvan,Rao, M. V. Basaveswara. "Synthesis and Docking Study of Novel Pyranocoumarin Derivatives". . p. 272 - 282. Retrieved 2021/04/02.
• 5、 -. "PROCESS FOR PREPARING CYANOACETATES". Paragraph 0033; 0035. . Retrieved 2020/10/28.