2-Cyano-N-methylacetamide

Base Information

• Chemical Name: 2-Cyano-N-methylacetamide
• CAS No.: 6330-25-2
• Molecular Formula: C4H6 N2 O
• Molecular Weight: 98.1044
• Hs Code.: 2926909090
• European Community (EC) Number: 228-705-0
• NSC Number: 47005
• UNII: 5AE9HP6RPU
• DSSTox Substance ID: DTXSID10212692
• Nikkaji Number: J206.931H
• Wikidata: Q72458477
• ChEMBL ID: CHEMBL2333144
• Mol file: 6330-25-2.mol

Synonyms:2-Cyano-N-methylacetamide;6330-25-2;2-Cyano-N-methyl-acetamide;N-methylcyanoacetamide;Acetamide, 2-cyano-N-methyl-;5AE9HP6RPU;AI3-04871;CHEMBL2333144;EINECS 228-705-0;MFCD00090119;NSC-47005;EC 228-705-0;N-(Cyanoacetyl)methylamine;NSC47005;UNII-5AE9HP6RPU;n-methyl-2-cyanoacetamide;N1-Methyl-2-cyanoacetamide;DTXSID10212692;2-CYAN-N-METHYL-ACETAMIDE;BDBM50428732;NSC 47005;STK502145;AKOS000199270;AB03253;AS-8473;CS-W018827;n1-methyl-2-cyanoacetamide, AldrichCPR;SY032593;AM20100565;BB 0240860;FT-0649745;EN300-07044;W-110105;Z56945997;F2145-1027

Chemical Property of 2-Cyano-N-methylacetamide

Chemical Property:

• Vapor Pressure: 0.000121mmHg at 25°C
• Melting Point: 82 ºC
• Boiling Point: 335.3 °C at 760 mmHg
• PKA: 5.44±0.10(Predicted)
• Flash Point: 156.6 °C
• PSA: 52.89000
• Density: 1.044 g/cm³
• LogP: 0.03698
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 98.048012819
• Heavy Atom Count: 7
• Complexity: 110

Purity/Quality:

99.9% ^*data from raw suppliers

2-Cyano-N-methylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)CC#N
• Uses: 2-Cyano-N-methylacetamide is used in the synthesis of pyridone compounds and benzimidazoles, for various pharmaceutical application.

Technology Process of 2-Cyano-N-methylacetamide

There total 9 articles about 2-Cyano-N-methylacetamide 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%

→ N-methyl cyanoacetamide (87718-98-7) + N-methyl-2-cyanoacetamide (6330-25-2)

Guidance literature:

Reference yield: 99.4%

ethyl 2-cyanoacetate (105-56-6) + methylamine (74-89-5) → N-methyl-2-cyanoacetamide (6330-25-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 ℃; for 2h;

Reference yield: 87.0%

cyanoacetic acid (372-09-8) + methylamine (74-89-5) → N-methyl-2-cyanoacetamide (6330-25-2)

Guidance literature:

cyanoacetic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -30 ℃;

methylamine; In tetrahydrofuran; methanol; at 20 ℃;

upstream raw materials:

ethyl 2-cyanoacetate

methylamine

cyano-methylcarbamoyl-methylmercury ⁽¹⁺⁾; hydroxide

phenylhydrazine

Downstream raw materials:

1,6-dihydro-2-hydroxy-1-methyl-6-oxonicotinonitrile

(Z)-2-Cyano-N-methyl-3-(2-nitro-phenyl)-acrylamide

2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

6-(4-Methoxy-phenyl)-1-methyl-2-oxo-4-phenylamino-1,2-dihydro-pyridine-3-carbonitrile

Refernces

• 1、 Asadi, Sara,Alizadeh-Bami, Farzaneh,Mehrabi, Hossein. "One-pot synthesis of functionalized pyrazolo[3,4-c]pyrazoles by reaction of 2-cyano-N-methyl-acrylamide, aryl aldehyde, and hydrazine hydrate". . p. 238 - 246. Retrieved 2020/09/11.
• 2、 Forster, Michael,Chaikuad, Apirat,Dimitrov, Teodor,D?ring, Eva,Holstein, Julia,Berger, Benedict-Tilman,Gehringer, Matthias,Ghoreschi, Kamran,Müller, Susanne,Knapp, Stefan,Laufer, Stefan A.. "Development, Optimization, and Structure-Activity Relationships of Covalent-Reversible JAK3 Inhibitors Based on a Tricyclic Imidazo[5,4- d]pyrrolo[2,3- b]pyridine Scaffold". supporting information. p. 5350 - 5366. Retrieved 2018/06/11.