N-Hydroxy-N,3-diphenylacrylamide

Base Information

• Chemical Name: N-Hydroxy-N,3-diphenylacrylamide
• CAS No.: 7369-44-0
• Molecular Formula: C15H13 N O2
• Molecular Weight: 239.274
• European Community (EC) Number: 230-922-0
• Nikkaji Number: J212.369J,J2.783.615A
• Mol file: 7369-44-0.mol

Synonyms:N-Hydroxy-N,3-diphenylacrylamide;EINECS 230-922-0;7369-44-0;n-hydroxy-n-phenylcinnamamide;SCHEMBL836332;SCHEMBL836333;N-Cinnamoyl-N-phenylhydroxylamin;TUJGSRKTSYNGAW-VAWYXSNFSA-N;N,3-Diphenyl-N-hydroxypropenamide;(E)-N-hydroxy-N-phenylcinnamamide

Chemical Property of N-Hydroxy-N,3-diphenylacrylamide

Chemical Property:

• Vapor Pressure: 1.6E-07mmHg at 25°C
• Boiling Point: 411.9°C at 760 mmHg
• Flash Point: 202.9°C
• PSA: 40.54000
• Density: 1.253g/cm³
• LogP: 3.12220
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 239.094628657
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)N(C2=CC=CC=C2)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)N(C2=CC=CC=C2)O

Technology Process of N-Hydroxy-N,3-diphenylacrylamide

There total 4 articles about N-Hydroxy-N,3-diphenylacrylamide 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%

(E)-3-phenylpropenal (14371-10-9) + Nitrosobenzene (586-96-9) → N-cinnamoyl N-phenyl hydroxamic acid (7369-44-0)

Guidance literature:

With potassium tert-butylate; BF₄^(1-)*C₂₁H₂₂N₃O⁽¹⁺⁾; In tetrahydrofuran; Product distribution / selectivity;

Reference yield: 95.0%

Nitrosobenzene (586-96-9) + 3-phenyl-propenal (104-55-2) → N-cinnamoyl N-phenyl hydroxamic acid (7369-44-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; In dichloromethane; at 20 ℃; for 0.166667 - 1h;

Reference yield: 54.0%

Nitrosobenzene (586-96-9) + 3-phenyl-propenal (104-55-2) + Phenyl vinyl ketone (768-03-6,26742-84-7) → N-cinnamoyl N-phenyl hydroxamic acid (7369-44-0) + N-(3-oxo-3-phenylpropoxy)-N-phenylcinnamamide

Guidance literature:

With 1,4-dibenzyl-4H-1,2,4-triazol-1-ium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 - 30 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201200525

upstream raw materials:

(E)-3-phenylpropenal

Nitrosobenzene

3-phenyl-propenal

Phenyl vinyl ketone

Downstream raw materials:

(C₆H₅)3SnON(C₆H₅)CO(C₆H₅CHCH)

Refernces

• 1、 Wei, Siping,Liu, Bo,Zhao, Dongbing,Wang, Zhen,Wu, Jie,Lan, Jingbo,You, Jingsong. "Pyrido[1,2-c][1,2,4]triazol-3-ylidene: Reactivity and its application in organocatalysis and organometallic catalysis". experimental part. p. 4241 - 4247. Retrieved 2009/12/06.
• 2、 -. "N-HETEROCYCLIC CARBENE (NHC) CATALYZED SYNTHESIS OF HYDROXAMIC ACIDS". Page/Page column 44. . Retrieved 2008/12/07.