2-(4-Methylanilino)naphthalene-1,4-dione

Base Information

• Chemical Name: 2-(4-Methylanilino)naphthalene-1,4-dione
• CAS No.: 57182-49-7
• Molecular Formula: C17H13NO2
• Molecular Weight: 263.296
• NSC Number: 129079
• DSSTox Substance ID: DTXSID30972640
• Nikkaji Number: J1.124.290A
• Wikidata: Q82956430
• ChEMBL ID: CHEMBL3185552
• Mol file: 57182-49-7.mol

Synonyms:57182-49-7;2-(4-methylanilino)naphthalene-1,4-dione;2-(p-tolylamino)naphthalene-1,4-dione;NSC129079;MLS004556033;CHEMBL3185552;SCHEMBL14571425;DTXSID30972640;KUC111761N;KSC-293-062B;KUC111761N-02;NSC-129079;KSC-293-062;SMR003351907;2-[(4-METHYLPHENYL)AMINO]-1,4-DIHYDRONAPHTHALENE-1,4-DIONE

Chemical Property of 2-(4-Methylanilino)naphthalene-1,4-dione

Chemical Property:

• Vapor Pressure: 1.12E-07mmHg at 25°C
• Boiling Point: 432.3°C at 760 mmHg
• Flash Point: 166.6°C
• Density: 1.304g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 263.094628657
• Heavy Atom Count: 20
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC(=O)C3=CC=CC=C3C2=O

Technology Process of 2-(4-Methylanilino)naphthalene-1,4-dione

There total 27 articles about 2-(4-Methylanilino)naphthalene-1,4-dione 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%

2-hydroxynaphtho-1,4-quinone (83-72-7) + p-toluidine (106-49-0,12221-03-3) → 2-(p-toluidino)-1,4-naphthoquinone (57182-49-7)

Guidance literature:

In neat (no solvent); at 100 ℃; for 0.05h; under 750.075 Torr; Microwave irradiation;

DOI:10.1016/j.tetlet.2013.04.125

Reference yield: 90.0%

p-toluidine (106-49-0,12221-03-3) + [1,4]naphthoquinone (130-15-4) → 2-(p-toluidino)-1,4-naphthoquinone (57182-49-7)

Guidance literature:

With water; for 0.166667h; regioselective reaction;

DOI:10.1007/s00706-008-0917-1

Reference yield: 82.0%

1-methyl-4-nitrobenzene (99-99-0) + [1,4]naphthoquinone (130-15-4) → 2-(p-toluidino)-1,4-naphthoquinone (57182-49-7)

Guidance literature:

With zinc(II) acetate dihydrate; acetic acid; zinc; In water; at 20 ℃; for 5h;

DOI:10.1055/s-0037-1610689

upstream raw materials:

4-((4-methylphenyl)amino)naphthalene-1,2-dione

2-hydroxynaphtho-1,4-quinone

p-toluidine

2-ethoxy-1,4-naphthoquinone

Downstream raw materials:

Bis-<2-p-toluidino-1,4-naphthochinonyl-(3)>-sulfid

TW-69

2-bromo-3-(p-tolylamino)naphthalene-1,4-dione

2-(p-methylphenylimino)-3,3-dichloro-2,3-dihydro-1,4-naphthoquinone