N,N'-Cinnamylidenediacetamide

Base Information

• Chemical Name: N,N'-Cinnamylidenediacetamide
• CAS No.: 7073-51-0
• Molecular Formula: C13H16N2O2
• Molecular Weight: 232.282
• Nikkaji Number: J54.066H
• Wikidata: Q76387016
• Mol file: 7073-51-0.mol

Synonyms:N,N'-Cinnamylidenediacetamide;BRN 3135669;Acetamide, N,N'-cinnamylidenedi-;7073-51-0;3-07-00-01375 (Beilstein Handbook Reference);Acetamide, N,N'-cinnamylidenebis-;LS-8704;N,N'-(3-Phenyl-2-propen-1-ylidene)bis(acetamide)

Chemical Property of N,N'-Cinnamylidenediacetamide

Chemical Property:

• Boiling Point: 557.3°Cat760mmHg
• Flash Point: 234.4°C
• PSA: 65.18000
• Density: 1.113g/cm³
• LogP: 2.97870
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 232.121177757
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(C=CC1=CC=CC=C1)NC(=O)C
• Isomeric SMILES: CC(=O)NC(/C=C/C1=CC=CC=C1)NC(=O)C

Technology Process of N,N'-Cinnamylidenediacetamide

There total 3 articles about N,N'-Cinnamylidenediacetamide 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: 95.0%

acetamide (60-35-5) + 3-phenyl-propenal (104-55-2) → N-(1-acetylamino-3-phenyl-allyl)-acetamide (7073-51-0)

Guidance literature:

With iodine; In toluene; at 110 ℃; for 0.5h; Neutral conditions;

DOI:10.3184/174751912X13383107316656

Reference yield:

acetamide (60-35-5) + (E)-3-phenylpropenal (14371-10-9) → 3.3-bis-acetylamino-1t-phenyl-propene-(1) (7073-51-0)

Guidance literature:

With pyridine; at 120 - 125 ℃;

Reference yield:

acetamide (60-35-5) + trans-cinnamaldehyde diethylacetal (25226-98-6) → 3.3-bis-acetylamino-1t-phenyl-propene-(1) (7073-51-0)

Guidance literature:

With sulfuric acid;

upstream raw materials:

acetamide

3-phenyl-propenal

(E)-3-phenylpropenal

trans-cinnamaldehyde diethylacetal

Downstream raw materials:

1.1-Diacetylamino-3-phenyl-3-phenylmercapto-propan

Refernces

• 1、 Tajbakhsh, Mahmood,Hosseinzadeh, Rahman,Alinezhad, Heshmatollah,Rezaee, Parizad. "Efficient synthesis of symmetrical bisamides from aldehydes and amides catalyzed by silica-bonded S-sulfonic acid nanoparticles". supporting information. p. 2370 - 2379. Retrieved 2013/07/26.
• 2、 Anary-Abbasinejad, Mohammad,Mosslemin, Mohammad H.,Hassanabadi, Alireza,Safa, Safiyeh Tajik. "P-toluene sulfonic acid-catalyzed, solvent-free synthesis of symmetrical bisamides by reaction between aldehydes and amides". experimental part. p. 2209 - 2214. Retrieved 2010/09/09.