Acetic acid, cyano-, benzylidenehydrazide

Base Information

• Chemical Name: Acetic acid, cyano-, benzylidenehydrazide
• CAS No.: 180793-11-7
• Molecular Formula: C₁₀H₉N₃O
• Molecular Weight: 187.201
• NSC Number: 201583
• DSSTox Substance ID: DTXSID701216348
• Mol file: 180793-11-7.mol

Synonyms:2-cyano-N'-[(1E)-phenylmethylidene]acetohydrazide;180793-11-7;ACETIC ACID, CYANO-, BENZYLIDENEHYDRAZIDE;4974-44-1;Cyanoacetic acid benzylidenehydrazide;BRN 2615781;Acetic acid, cyano-, (phenylmethylene)hydrazide;MFCD00121341;N-[(E)-benzylideneamino]-2-cyanoacetamide;2-cyano-N'-[(E)-phenylmethylidene]acetohydrazide;4-07-00-00533 (Beilstein Handbook Reference);Acetic acid, 2-cyano-, 2-(phenylmethylene)hydrazide;N'-benzylidene-2-cyanoacetohydrazide;benzaldehyde (cyanoacetyl)hydrazone;DTXSID701216348;HMS1787F20;NSC201583;STL168552;AKOS001025663;NSC 201583;NSC-201583;2-cyano-N'-(phenylmethylene)acetohydrazide;CS-0333802;6D-011;Z56755368;Acetic acid, cyano-, (phenylmethylene)hydrazide, (E)-

Chemical Property of Acetic acid, cyano-, benzylidenehydrazide

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 187.074561919
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

2-CYANO-N'-(PHENYLMETHYLENE)ACETOHYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NNC(=O)CC#N
• Isomeric SMILES: C1=CC=C(C=C1)/C=N/NC(=O)CC#N

Technology Process of Acetic acid, cyano-, benzylidenehydrazide

There total 11 articles about Acetic acid, cyano-, benzylidenehydrazide 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%

Cyanoacetohydrazide (140-87-4) + benzaldehyde (100-52-7) → N'-benzylidenecyanoacetohydrazide (4974-44-1,180793-11-7)

Guidance literature:

In isopropyl alcohol; at 60 - 70 ℃;

DOI:10.1007/s10593-017-2180-z

Reference yield: 95.0%

Cyanoacetohydrazide (140-87-4) + benzaldehyde (100-52-7) → N'-benzylidene-2-cyanoacetohydrazide (4974-44-1,180793-11-7)

Guidance literature:

With piperidine; In ethanol; for 2h; Heating;

Reference yield: 69.4%

ethyl benzylidenecyanoacetate (2025-40-3) → N'-benzylidene-2-cyanoacetohydrazide (4974-44-1,180793-11-7)

Guidance literature:

With hydrazine hydrate; In ethanol; for 6h; Heating;

upstream raw materials:

Cyanoacetohydrazide

benzaldehyde

2-acetyl-1-ethyl-3-phenylpropenone

2-benzylidene-1-phenyl-butane-1,3-dione

Downstream raw materials:

(4-Acetyl-5-phenyl-4,5-dihydro-[1,3,4]oxadiazol-2-yl)-acetonitrile

N'-benzylidene-2-oxo-2H-chromene-3-carbohydrazide

N-(p-chlorophenyl)cyanomalonothioamic benzylidenehydrazide

6-Hydroxy-4-methylsulfanyl-2-oxo-1-{[1-phenyl-meth-(E)-ylidene]-amino}-1,2-dihydro-pyridine-3,5-dicarbonitrile

Refernces

• 1、 Khalifa,Tammam,Bakeer. "Activated nitriles in heterocyclic chemistry. A novel synthesis of pyridones, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-b]oxazines". . p. 198 - 202. Retrieved 1984.
• 2、 Shaik, Khasim,Deb, Pran Kishore,Mailavaram, Raghu Prasad,Chandrasekaran, Balakumar,Kachler, Sonja,Klotz, Karl-Norbert,Jaber, Abdul Muttaleb Yousef. "7-Amino-2-aryl/hetero-aryl-5-oxo-5,8-dihydro[1,2,4]triazolo[1,5-a]pyridine-6-carbonitriles: Synthesis and adenosine receptor binding studies". . p. 1568 - 1573. Retrieved 2019/05/27.
• 3、 Becan, Lilianna,Wójcicka, Anna. "Synthesis, anti-hepatitis B and C virus activity and antitumor screening of novel thiazolo[4,5-D]-pyrimidine derivatives". . p. 107 - 114. Retrieved 2016/03/19.