4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine

Base Information

• Chemical Name: 4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine
• CAS No.: 26163-80-4
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315
• Nikkaji Number: J47.731A
• Wikidata: Q63392203
• Pharos Ligand ID: FBUGVXKN3BWS
• ChEMBL ID: CHEMBL120919
• Mol file: 26163-80-4.mol

Synonyms:4-Piperoylmorpholine;BRN 1222771;CHEMBL120919;N-(5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoyl)morpholine;4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine;Morpholine, 4-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-;26163-80-4;SCHEMBL14200684;BDBM50415869;LS-92422;Q63392203

Chemical Property of 4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine

Chemical Property:

• Vapor Pressure: 7.04E-11mmHg at 25°C
• Boiling Point: 519.1°C at 760 mmHg
• Flash Point: 267.7°C
• Density: 1.268g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 287.11575802
• Heavy Atom Count: 21
• Complexity: 415

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=O)C=CC=CC2=CC3=C(C=C2)OCO3
• Isomeric SMILES: C1COCCN1C(=O)/C=C/C=C/C2=CC3=C(C=C2)OCO3

Technology Process of 4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine

There total 9 articles about 4-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)morpholine 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: 93.0%

morpholine (110-91-8,99108-56-2) → (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-morpholinopenta-2,4-dien-1-one (26163-80-4)

Guidance literature:

piperic acid; With thionyl chloride; In dichloromethane; for 1h; Reflux;

morpholine; In dichloromethane; for 1h;

DOI:10.1016/j.bmc.2008.09.042

Reference yield: 56.0%

morpholine (110-91-8,99108-56-2) + piperic acid chloride (4711-72-2) → (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-morpholinopenta-2,4-dien-1-one (26163-80-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm5002277

Reference yield: 49.5%

→ (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-morpholinopenta-2,4-dien-1-one (26163-80-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; for 1h;

upstream raw materials:

morpholine

piperic acid mesylate

piperic acid chloride

piperic acid

Refernces

• 1、 Tian, Xiangge,Zhou, Meirong,Ning, Jing,Deng, Xiaopeng,Feng, Lei,Huang, Huilian,Yao, Dahong,Ma, Xiaochi. "The development of novel cytochrome P450 2J2 (CYP2J2) inhibitor and the underlying interaction between inhibitor and CYP2J2". . p. 737 - 748. Retrieved 2021/03/16.
• 2、 Wahab, Aneela,Sultana, Amina,Khan, Khalid Mohammed,Sherwani, Sikandar K.,Perveen, Zeba,Taha, Muhammad,Karim, Aneela. "Synthesis, antimicrobial, antioxidant and nematicidal activity of (2E,4E)-5-(Benzo[d] [1,3]dioxol-5yl)penta-2,4-dienamides". . p. 1008 - 1014. Retrieved 2016/01/12.