Cyanoacetohydrazide

Base Information

• Chemical Name: Cyanoacetohydrazide
• CAS No.: 140-87-4
• Molecular Formula: C3H5N3O
• Molecular Weight: 99.0922
• Hs Code.: 29280090
• European Community (EC) Number: 205-437-2
• NSC Number: 24261
• UNII: 40H59YCS67
• DSSTox Substance ID: DTXSID9046572
• Nikkaji Number: J5.795I
• Wikidata: Q27258330
• NCI Thesaurus Code: C81720
• ChEMBL ID: CHEMBL2106008
• Mol file: 140-87-4.mol

Synonyms:Aceticacid, cyano-, hydrazide (6CI,8CI,9CI);(Cyanoacetyl)hydrazine;(a-Cyanoacetyl)hydrazine;2-Cyanoacethydrazide;2-Cyanoacetohydrazide;2-Cyanoacetylhydrazide;AB-42;Armazal;Cianazil;Cyacetacid;Cyacetacide;Cyacetazid;Cyacetazide;Cyanacethydrazide;Cyanacetic acid hydrazide;Cyanacetohydrazide;Cyanacetylhydrazide;Cyanazide;Cyanizide;Cyanoacethydrazide;Cyanoacetic acidhydrazide;Cyanoacetic hydrazide;Cyanoacetohydrazide;Cyanoacetyl hydrazide;Cyanoethanoic hydrazide;Cyazid;Cyazide;Dictycide;Dictyzide;Helmox;Hidacian;Hidaciann;Leandin;Mackreazid;Malonitrile hydrazide;Malononitrilehydrazide;NSC 24261;Neohydrazid;Reacid;Reazid;Reazide;Tsiazid;a-Cyanoacetohydrazide;

Chemical Property of Cyanoacetohydrazide

Chemical Property:

• Appearance/Colour: Brown granular crystalline powder
• Vapor Pressure: 1.19mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Refractive Index: 1.494
• Boiling Point: 405.605 °C at 760 mmHg
• PKA: pK1:2.34(+2);pK2:11.17(+1) (25°C)
• Flash Point: 199.103 °C
• PSA: 78.91000
• Density: 1.223 g/cm³
• LogP: -0.01882
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: almost transparency
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 99.043261792
• Heavy Atom Count: 7
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

AB42 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C#N)C(=O)NN

Technology Process of Cyanoacetohydrazide

There total 3 articles about Cyanoacetohydrazide 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) → Cyanoacetohydrazide (140-87-4)

Guidance literature:

With hydrazine hydrate; In water; at 20 ℃; for 1h;

DOI:10.1007/s13738-016-0934-7

Reference yield: 93.0%

methyl 2-cyanoacetate (105-34-0) → Cyanoacetohydrazide (140-87-4)

Guidance literature:

With hydrazine hydrate; at 20 ℃;

DOI:10.1016/j.tet.2004.05.100

Reference yield:

→ Cyanoacetohydrazide (140-87-4)

Guidance literature:

DOI:10.1002/jps.2600530911

upstream raw materials:

ethyl 2-cyanoacetate

methyl 2-cyanoacetate

Downstream raw materials:

5-iminopyrazolidin-3-one

1-benzofuran-2-yl-ethanone-(cyanoacetyl-hydrazone)

2,3-dihydro-3-oxopyridazine-4-carbonitrile

5-Aethyl-3-chlor-2,4-dihydroxy-benzaldehyd-cyanacetylhydrazon

Refernces

• 1、 Toche, Raghunath B.,Patil, Vasant M.,Chaudhari (Patil), Sunita A.,Chavan, Satish M.,Sabnis, Ram W.. "Green Synthesis of Pyrazole and Oxazole Derivatives". . p. 38 - 43. Retrieved 2019.
• 2、 Pal,Kumar,Gupta,Beniwal. "Synthesis, characterization and DNA photocleavage study of a novel dehydroacetic acid based hydrazone Schiff's base and its metal complexes". . p. 3327 - 3335. Retrieved 2014.
• 3、 Kumar, Ranjeet,Singh, Praveen,Gaurav, Archana,Yadav, Pratima,Khanna, Ranjana S.,Tewari, Ashish Kumar. "Synthesis of Diphenyl Pyridazinone-based flexible system for conformational studies through weak noncovalent interactions: Application in DNA binding". . p. 555 - 564. Retrieved 2016.
• 4、 Edraki, Najmeh,Iraji, Aida,Firuzi, Omidreza,Fattahi, Yousef,Mahdavi, Mohammad,Foroumadi, Alireza,Khoshneviszadeh, Mehdi,Shafiee, Abbas,Miri, Ramin. "2-Imino 2H-chromene and 2-(phenylimino) 2H-chromene 3-aryl carboxamide derivatives as novel cytotoxic agents: synthesis, biological assay, and molecular docking study". . p. 2163 - 2171. Retrieved 2016.