N-(4-methylphenyl)-3-phenylacrylamide

Base Information

• Chemical Name: N-(4-methylphenyl)-3-phenylacrylamide
• CAS No.: 6876-68-2
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• NSC Number: 401976
• Nikkaji Number: J1.339.976J,J2.967.668B
• Pharos Ligand ID: T8KD2WAQ2R32
• ChEMBL ID: CHEMBL2336359
• Mol file: 6876-68-2.mol

Synonyms:N-(4-methylphenyl)-3-phenylacrylamide;134430-88-9;N-(p-Tolyl)cinnamamide;(2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide;N-P-Tolylcinnamamide;(E)-N-(4-methylphenyl)-3-phenylprop-2-enamide;6876-68-2;CHEMBL2336359;p-Cinnamotoluidide;NSC401976;SCHEMBL9724353;SMSF0003991;BDBM50429758;MFCD00445047;STK087921;AKOS000487938;CB15721;CCG-357111;NSC-401976;AM805709;AS-63297;BIM-0012401.P001;CS-0037706;SR-01000197333;SR-01000197333-1;5160-05-4

Chemical Property of N-(4-methylphenyl)-3-phenylacrylamide

Chemical Property:

• Vapor Pressure: 4.63E-08mmHg at 25°C
• Refractive Index: 1.654
• Boiling Point: 443.5 °C at 760 mmHg
• Flash Point: 267.8 °C
• Density: 1.142 g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 237.115364102
• Heavy Atom Count: 18
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: CC1=CC=C(C=C1)NC(=O)/C=C/C2=CC=CC=C2

Technology Process of N-(4-methylphenyl)-3-phenylacrylamide

There total 12 articles about N-(4-methylphenyl)-3-phenylacrylamide 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%

cinnamoyl chloride (102-92-1,17082-09-6) + p-toluidine (106-49-0,12221-03-3) → N-(4-methylphenyl)-3-phenyl-2-propenamide (6876-68-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.8b00362

Reference yield: 96.0%

carbon monoxide (201230-82-2) + p-toluidine (106-49-0,12221-03-3) + phenylacetylene (536-74-3) → N-(4-methylphenyl)-3-phenyl-2-propenamide (6876-68-2)

Guidance literature:

With 5-chloro-2-hydroxybenzoic acid; boric acid; palladium diacetate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; In acetonitrile; at 110 ℃; for 48h; under 18100.7 Torr;

DOI:10.1021/acscatal.7b00367

Reference yield: 87.0%

p-toluidine (106-49-0,12221-03-3) + Cinnamic acid (621-82-9) → N-(4-methylphenyl)-3-phenyl-2-propenamide (6876-68-2)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; for 6h;

DOI:10.1016/j.bmcl.2013.01.027

upstream raw materials:

cinnamoyl chloride

p-toluidine

ethyl 3-phenyl-2-propenoate

N-p-tolyl-α,β-dibromohydrocinnamamide

Downstream raw materials:

N-(4-methylphenyl)-3-phenylpropanamide

1-p-methylphenyl-4(H)-phenyl-2-azetidinone

cinnamamide

2-chloro-6-methylquinoline

Refernces

• 1、 Kavully, Fathima Sahla,Oh, Jong Min,Dev, Sanal,Kaipakasseri, Swafvan,Palakkathondi, Ashique,Vengamthodi, Ajeesh,Abdul Azeez, Rinshana Fathima,Tondo, Anna Rita,Nicolotti, Orazio,Kim, Hoon,Bijo. "Design of enamides as new selective monoamine oxidase-B inhibitors". . p. 916 - 926. Retrieved 2020/04/15.
• 2、 Angeli, Andrea,Trallori, Elena,Carta, Fabrizio,Di Cesare Mannelli, Lorenzo,Ghelardini, Carla,Supuran, Claudiu T.. "Heterocoumarins Are Selective Carbonic Anhydrase IX and XII Inhibitors with Cytotoxic Effects against Cancer Cells Lines". supporting information. p. 947 - 951. Retrieved 2018/09/12.