N,N-Diethylcinnamamide

Base Information

• Chemical Name: N,N-Diethylcinnamamide
• CAS No.: 3680-04-4
• Molecular Formula: C₁₃H₁₇NO
• Molecular Weight: 203.284
• Hs Code.: 2924299090
• NSC Number: 84
• Nikkaji Number: J950.704C,J101.594J
• ChEMBL ID: CHEMBL1398027
• Mol file: 3680-04-4.mol

Synonyms:N,N-Diethylcinnamamide;3680-04-4;N,N-diethyl-3-phenylacrylamide;N,N-Diethylbenzeneacrylamide;(E)-N,N-diethyl-3-phenylprop-2-enamide;Cinnamamide, N,N-diethyl-;(E)-N,N-Diethylcinnamamide;N,N-Diethyl-3-phenylpropenamide;27829-46-5;2-Propenamide, N,N-diethyl-3-phenyl-, (2E)-;NSC 84;NSC84;(2E)-N,N-diethyl-3-phenylprop-2-enamide;Cinnamamide,N-diethyl-;starbld0006063;MLS002206490;NSC-84;SCHEMBL4956221;CHEMBL1398027;GUYVMSJRMMFSQO-ZHACJKMWSA-N;HMS2210O17;2-Propenamide,N-diethyl-3-phenyl-;MFCD00048528;AKOS002987239;AS-0066;2-Propenamide, N,N-diethyl-3-phenyl-;SMR001295306;(E)-N,N-diethyl-3-phenyl-prop-2-enamide;(2E)-N,N-Diethyl-3-phenyl-2-propenamide #;AD-266/13254035;J-523238

Chemical Property of N,N-Diethylcinnamamide

Chemical Property:

• Vapor Pressure: 2.17E-05mmHg at 25°C
• Melting Point: 73 - 75 °C (ethanol)
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 360.8°C at 760 mmHg
• Flash Point: 165.4°C
• PSA: 20.31000
• Density: 1.012g/cm³
• LogP: 2.56820
• Water Solubility.: 1.514g/L(temperature not stated)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

99%, ^*data from raw suppliers

N,N-Diethyl-3-phenylacrylamide >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Diethylcinnamamide

There total 23 articles about N,N-Diethylcinnamamide 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: 90.0%

cinnamoyl chloride (102-92-1,17082-09-6) + diethylamine (109-89-7) → N,N-diethylcinnamide (27829-46-5,84039-69-0,3680-04-4)

Guidance literature:

With silver(I) acetate; sodium acetate; In diethyl ether; at 20 ℃; for 0.25h; Inert atmosphere; Darkness;

DOI:10.1016/j.tetlet.2014.11.067

Reference yield: 87.0%

N,N-diethyl-3-phenyl-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propanamide → N,N-diethylcinnamide (27829-46-5,84039-69-0,3680-04-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 40 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.joc.9b00872

Reference yield: 86.0%

Cinnamic acid (621-82-9) + diethylamine (109-89-7) → N,N-diethylcinnamide (27829-46-5,84039-69-0,3680-04-4)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1039/c5ra24527c

upstream raw materials:

N,N-Diaethylamino-carbonylmethyl-zinkbromid

N-Benzylidenemethylamine

tris(diethylamino)<(diethylcarbamoyl)methyl>phosphonium chloride

benzaldehyde

Downstream raw materials:

C₂₁H₂₈N₂O

3,3-diphenylpropanoic acid N,N-diethylamide

(trans)-2,3-dibromo-N,N-diethyl-3-phenylpropanamide

cinnamanilide

Refernces

• 1、 -. "Preparation method of cinnamamide (by machine translation)". Paragraph 0183-0189. . Retrieved 2020/05/01.
• 2、 Wang, Mei-Mei,Sui, Guo-Hui,Cui, Xian-Chao,Wang, Hui,Qu, Jian-Ping,Kang, Yan-Biao. "Radical α,β-Dehydrogenation of Saturated Amides via α-Oxidation with TEMPO under Transition Metal-Free Conditions". . p. 8267 - 8274. Retrieved 2019/06/27.