2-Amino-3-chloro-1,4-naphthoquinone

Base Information

• Chemical Name: 2-Amino-3-chloro-1,4-naphthoquinone
• CAS No.: 2797-51-5
• Molecular Formula: C10H6 Cl N O2
• Molecular Weight: 207.616
• Hs Code.: 29223990
• European Community (EC) Number: 220-529-2
• NSC Number: 642009,3910
• UNII: JN6NK7K14F
• DSSTox Substance ID: DTXSID1041390
• Nikkaji Number: J3.040F
• Wikidata: Q2123248
• Metabolomics Workbench ID: 143690
• ChEMBL ID: CHEMBL156959
• Mol file: 2797-51-5.mol

Synonyms:2-chloro-3-amino-1,4-naphthoquinone;CANQ

Chemical Property of 2-Amino-3-chloro-1,4-naphthoquinone

Chemical Property:

• Appearance/Colour: Orange powder
• Vapor Pressure: 0.000608mmHg at 25°C
• Melting Point: 198-200 °C
• Refractive Index: 1.5790 (estimate)
• Boiling Point: 310.2°Cat760mmHg
• PKA: 0.70±0.20(Predicted)
• Flash Point: 141.4°C
• PSA: 60.16000
• Density: 1.49g/cm³
• LogP: 2.17500
• Storage Temp.: 0-6°C
• Water Solubility.: Insoluble in water
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 207.0087061
• Heavy Atom Count: 14
• Complexity: 335

Purity/Quality:

98% ^*data from raw suppliers

2-Amino-3-chloro-1,4-naphthoquinone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 36/37/38-23-22-50/53-36
• Safety Statements: 45-37/39-26-61-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Cl)N
• Uses: 2-Amino-3-chloro-1,4-naphthoquinone is a pesticide residue in crops.

Technology Process of 2-Amino-3-chloro-1,4-naphthoquinone

There total 14 articles about 2-Amino-3-chloro-1,4-naphthoquinone 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: 98.0%

2-amino-1,4-naphthoquinone (2348-81-4) → quinoclamine (2797-51-5)

Guidance literature:

With iodine; mercury dichloride; copper dichloride; In acetic acid; at 60 ℃; for 2.5h;

DOI:10.1080/00397919808005952

Reference yield: 94.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) → quinoclamine (2797-51-5)

Guidance literature:

With ammonia; In methanol; ethanol; at 35 ℃; for 3h;

DOI:10.1016/j.ejmech.2015.09.026

Reference yield: 85.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + ammonium hydroxide → quinoclamine (2797-51-5)

Guidance literature:

In methanol; ethanol; at 45 ℃; for 3h;

DOI:10.1021/acs.jmedchem.1c01383

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

3-chloro-2-(piperazin-1-yl)-1,4-naphthoquinone

2-amino-1,4-naphthoquinone

ethanol

Downstream raw materials:

naphtho[2,3-d]thiazole-4,9-dione

3-chloro-2-hydroxy-naphthalene-1,4-dione

2-amino-3-mercapto-1,4-naphthoquinone

2-acetamido-3-chloro-1,4-naphthoquinone

Refernces

• 1、 Cook, Gregory M.,Dick, Thomas,Fridianto, Kevin T.,Go, Mei-Lin,Hards, Kiel,Lam, Yulin,Li, Ming,Negatu, Dereje A.. "Functionalized Dioxonaphthoimidazoliums: A Redox Cycling Chemotype with Potent Bactericidal Activities against Mycobacterium tuberculosis". supporting information. p. 15991 - 16007. Retrieved 2021/11/16.
• 2、 Ahenkorah, Stephen,Birkholtz, Lyn-Marie,Coertzen, Dina,Fridianto, Kevin,Go, Mei-Lin,Haynes, Richard K.,Lam, Yulin,Tan, Kevin S. W.,Tong, Jie Xin,Wittlin, Sergio. "Antimalarial N1, N3-Dialkyldioxonaphthoimidazoliums: Synthesis, Biological Activity, and Structure-activity Relationships". . p. 49 - 55. Retrieved 2020/02/06.