3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide

Base Information

• Chemical Name: 3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide
• CAS No.: 5669-78-3
• Molecular Formula: C22H19N3O6S
• Molecular Weight: 237.645
• DSSTox Substance ID: DTXSID90365650
• Wikidata: Q82150485
• Mol file: 5669-78-3.mol

Synonyms:5669-78-3;3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide;Oprea1_720381;DTXSID90365650;STL330750;AKOS002075827;3-[4-(3,5-dinitrophenoxy)phenyl]-N-[2-(methylsulfanyl)phenyl]propanamide;3-[4-(3,5-dinitrophenoxy)phenyl]-N-[2-(methylthio)phenyl]propanamide

Chemical Property of 3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide

Chemical Property:

• Vapor Pressure: 1.64E-16mmHg at 25°C
• Boiling Point: 644.7°Cat760mmHg
• Flash Point: 343.7°C
• PSA: 158.76000
• Density: 1.41g/cm³
• LogP: 7.28440
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 453.09945651
• Heavy Atom Count: 32
• Complexity: 625

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1NC(=O)CCC2=CC=C(C=C2)OC3=CC(=CC(=C3)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide

There total 6 articles about 3-[4-(3,5-dinitrophenoxy)phenyl]-N-(2-methylsulfanylphenyl)propanamide 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: 82.0%

4-chloro-aniline (106-47-8) + 3-methyl-5-isoxazolone (1517-96-0) → 3-methyl-4-(p-chlorophenylhydrazono)isoxazol-5-one (5669-78-3)

Guidance literature:

4-chloro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; Green chemistry;

3-methyl-5-isoxazolone; In water; at 0 - 15 ℃; pH=5 - 6; Green chemistry;

DOI:10.4314/bcse.v32i2.6

Reference yield: 25.8%

N-(p-chloropehenyl)-N-hydroxyacetoacetamide (61563-98-2) → 4,4'-bis(chloro)azoxybenzene (614-26-6) + 3-methyl-4-(p-chlorophenylhydrazono)isoxazol-5-one (5669-78-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; at 80 - 85 ℃;

DOI:10.1248/cpb.29.244

Reference yield:

α-(4-Chlor-benzolazo)-acetessigsaeure-ethylester (5869-60-3) → 3-methyl-4-(p-chlorophenylhydrazono)isoxazol-5-one (5669-78-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; for 2h; Heating;

DOI:10.1002/jhet.5570170511

upstream raw materials:

N-(p-chloropehenyl)-N-hydroxyacetoacetamide

α-(4-Chlor-benzolazo)-acetessigsaeure-ethylester

ethyl 2-(4-chlorophenylhydrazono)-3-oxobutyrate

4-chloro-aniline

Downstream raw materials:

2-but-2-enoyl-4-(4-chloro-phenylazo)-3-methyl-2H-isoxazol-5-one

2,3-dimethyl-4-(p-chlorophenylazo)isoxazol-5-one

4-(N-methyl-p-chlorophenylhydrazono)-3-methylisoxazol-5-one

methyl 2-(4-chlorophenyl)-5-methyl-2H-1,2,3-triazole-4-carboxylate