5-Chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione

Base Information

• Chemical Name: 5-Chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione
• CAS No.: 153504-72-4
• Molecular Formula: C₉H₄ClF₃N₂O₂
• Molecular Weight: 264.591
• DSSTox Substance ID: DTXSID00165345
• Nikkaji Number: J569.694A
• Wikidata: Q69565824
• ChEMBL ID: CHEMBL140296
• Mol file: 153504-72-4.mol

Synonyms:5-chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione;ACEA 1011;ACEA-1011

Chemical Property of 5-Chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione

Chemical Property:

• Refractive Index: 1.519
• PSA: 65.72000
• Density: 1.586g/cm³
• LogP: 1.88860
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 263.9913396
• Heavy Atom Count: 17
• Complexity: 361

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1NC(=O)C(=O)N2)Cl)C(F)(F)F

Technology Process of 5-Chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione

There total 3 articles about 5-Chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione 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: 95.0%

1,2-diamino-3-chloro-5-(trifluoromethyl)benzene (132915-80-1) + oxalic acid diethyl ester (95-92-1) → 5-chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione (153504-72-4)

Guidance literature:

In hexane;

Reference yield:

N-(2-Chloro-6-nitro-4-trifluoromethyl-phenyl)-oxalamic acid ethyl ester → 5-chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione (153504-72-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; Yield given;

DOI:10.1016/0960-894X(96)00036-4

Reference yield:

4-trifluoromethylphenylamine (455-14-1) → 5-chloro-7-trifluoromethyl-1,4-dihydro-2,3-quinoxalinedione (153504-72-4)

Guidance literature:

Multi-step reaction with 2 steps

2: H₂ / Pd/C / dimethylformamide

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(96)00036-4

upstream raw materials:

1,2-diamino-3-chloro-5-(trifluoromethyl)benzene

oxalic acid diethyl ester

4-trifluoromethylphenylamine