N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide

Base Information

• Chemical Name: N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide
• CAS No.: 5186-55-0
• Molecular Formula: C28H24N2O3S2
• Molecular Weight: 500.6318
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID80367360
• Wikidata: Q82153148
• Mol file: 5186-55-0.mol

Synonyms:5186-55-0;Oprea1_673576;Oprea1_836407;DTXSID80367360;N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide;STK084935;AKOS003244766;acetamide,N,N'-[oxybis(4,1-phenylenethio-4,1-phenylene)]bis-;N,N'-[oxybis(benzene-4,1-diylsulfanediylbenzene-4,1-diyl)]diacetamide

Chemical Property of N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide

Chemical Property:

• Boiling Point: 794.2°Cat760mmHg
• Flash Point: 434.1°C
• PSA: 125.01000
• Density: 1.33g/cm³
• LogP: 8.99710
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 500.12283498
• Heavy Atom Count: 35
• Complexity: 605

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)SC2=CC=C(C=C2)OC3=CC=C(C=C3)SC4=CC=C(C=C4)NC(=O)C

Technology Process of N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide

There total 9 articles about N,N'-{Oxybis[(4,1-phenylene)sulfanediyl-4,1-phenylene]}diacetamide 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: 87.0%

1-phenyl-3-(2-hydroxyphenyl)-2-pyrazolin-5-one (114967-61-2) + aniline (62-53-3) → (Z)-4-(2-phenylhydrazino)-3-(2-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-one (5186-55-0)

Guidance literature:

aniline; With hydrogenchloride; acetic acid; sodium nitrite; In water; Cooling with ice;

1-phenyl-3-(2-hydroxyphenyl)-2-pyrazolin-5-one; With sodium acetate; In water; at 0 - 5 ℃;

DOI:10.5012/jkcs.2012.56.1.082

Reference yield: 87.0%

C15H10N2O3 (36540-19-9) + phenylhydrazine (100-63-0) → (Z)-4-(2-phenylhydrazino)-3-(2-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-one (5186-55-0)

Guidance literature:

In ethanol; regioselective reaction; Reflux;

DOI:10.5012/jkcs.2012.56.1.082

Reference yield:

3H-chromene-2,4-dione (4438-85-1) → (Z)-4-(2-phenylhydrazino)-3-(2-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-one (5186-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous sodium carbonate

With sodium carbonate;

DOI:10.1021/ja01217a035

upstream raw materials:

3-phenylazo-4-hydroxycoumarin

phenylhydrazine acetate

phenylhydrazine

bis-(2,4-dioxo-chroman-3-yl)-methane

Downstream raw materials:

4-amino-5-(2-hydroxy-phenyl)-2-phenyl-1,2-dihydro-pyrazol-3-one