2-Propenamide, 3-phenyl-N-2-propenyl-, (E)-

Base Information

• Chemical Name: 2-Propenamide, 3-phenyl-N-2-propenyl-, (E)-
• CAS No.: 77302-27-3
• Molecular Formula: C12H13 N O
• Molecular Weight: 187.241
• Hs Code.: 2924299090
• Nikkaji Number: J75.159F,J103.753F
• Wikidata: Q76305588
• ChEMBL ID: CHEMBL359160
• Mol file: 77302-27-3.mol

Synonyms:trans-N-Allylcinnamamide;N-ALLYLCINNAMAMIDE;2-Propenamide, 3-phenyl-N-2-propenyl-, (E)-;77302-27-3;CINNAMAMIDE, N-ALLYL-, (E)-;2-Propenamide, 3-phenyl-N-2-propenyl-;41041-34-3;n-Allyl-3-phenylacrylamide;N-Allyl-3-phenylpropeneamide;CHEMBL359160;SCHEMBL24263391;KWZIWIMLISNPLJ-CMDGGOBGSA-N;AKOS003442382;(2E)-N-Allyl-3-phenyl-2-propenamide;LS-53841;(2E)-N-Allyl-3-phenyl-2-propenamide #;CS-0295073;Z32064585

Chemical Property of 2-Propenamide, 3-phenyl-N-2-propenyl-, (E)-

Chemical Property:

• Vapor Pressure: 6.99E-06mmHg at 25°C
• Boiling Point: 376.9°C at 760 mmHg
• Flash Point: 224.7°C
• PSA: 32.59000
• Density: 1.034g/cm³
• LogP: 2.84230
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

(2E)-3-PHENYL-N-(PROP-2-EN-1-YL)PROP-2-ENAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Propenamide, 3-phenyl-N-2-propenyl-, (E)-

There total 11 articles about 2-Propenamide, 3-phenyl-N-2-propenyl-, (E)- 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%

(E)-3-phenylpropenal (14371-10-9) + 1-amino-2-propene (107-11-9,30551-89-4) → (2E)-N-allyl-3-phenyl acrylamide (77302-27-3)

Guidance literature:

(E)-3-phenylpropenal; With 1,1,1,3',3',3'-hexafluoro-propanol; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

1-amino-2-propene; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol1004643

Reference yield: 86.0%

N-allyl-3-phenylpropynylamide (95969-91-8) → (2E)-N-allyl-3-phenyl acrylamide (77302-27-3)

Guidance literature:

With tributylphosphine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 20 ℃; for 1h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.202101020

Reference yield: 77.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + 1-amino-2-propene (107-11-9,30551-89-4) → (2E)-N-allyl-3-phenyl acrylamide (77302-27-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.03.140

upstream raw materials:

Cinnamoyl chloride

1-amino-2-propene

(E)-3-phenylacrylic acid

N-(4-chlorobutyl)-4-phenylazetidin-2-one

Downstream raw materials:

cinnamoyl-2,3-epoxipropanamide

dithiocarbonic acid S-[3-(acetyl-allyl-amino)-3-oxo-1-phenyl-propyl] ester O-ethyl ester

(2E)-N-allyl-N-benzyl-3-phenylacrylamide

(E)-(2-styryl-4,5-dihydrooxazol-5-yl)methyl acetate

Refernces

• 1、 Guan, Zhipeng,Wang, Yunkun,Wang, Huamin,Huang, Yange,Wang, Siyuan,Tang, Hongding,Zhang, Heng,Lei, Aiwen. "Electrochemical oxidative cyclization of olefinic carbonyls with diselenides". supporting information. p. 4976 - 4980. Retrieved 2019/09/30.
• 2、 Gilbert, Audrey,Bertrand, Xavier,Paquin, Jean-Fran?ois. "Silver-Promoted Synthesis of 5-[(Pentafluorosulfanyl)methyl]-2-oxazolines". supporting information. p. 7257 - 7260. Retrieved 2018/11/23.