2,6-Difluoro-3-nitrobenzoyl chloride

Base Information

• Chemical Name: 2,6-Difluoro-3-nitrobenzoyl chloride
• CAS No.: 260552-98-5
• Molecular Formula: C7H2ClF2NO3
• Molecular Weight: 221.548
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20381848
• Wikidata: Q82172969
• Mol file: 260552-98-5.mol

Synonyms:2,6-difluoro-3-nitrobenzoyl chloride;260552-98-5;2,6-difluoro-3-nitro-benzoyl chloride;SCHEMBL288357;DTXSID20381848;URMNSJGLMUMDDC-UHFFFAOYSA-N;2,6-difluoro-3-nitrobenzoylchloride;MFCD01571122;AKOS015995842;FS-4345;A911871

Chemical Property of 2,6-Difluoro-3-nitrobenzoyl chloride

Chemical Property:

• PSA: 62.89000
• LogP: 2.77520
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 220.9691269
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluoro-3-nitrobenzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1[N+](=O)[O-])F)C(=O)Cl)F
• Uses: 2,6-Difluoro-3-nitrobenzoyl Chloride could be useful for inhibiting GCN2 activity.

Technology Process of 2,6-Difluoro-3-nitrobenzoyl chloride

There total 5 articles about 2,6-Difluoro-3-nitrobenzoyl chloride 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%

2,6-difluoro-3-nitrobenzoic acid (83141-10-0) → 2,6-difluoro-3-nitrobenzoic acid chloride (260552-98-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 75 ℃; for 1h;

Reference yield:

2,6-difluorobenzoic acid (385-00-2) → 2,6-difluoro-3-nitrobenzoic acid chloride (260552-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; potassium nitrate / 24 h / 0 - 20 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 18 h / 20 °C

With oxalyl dichloride; sulfuric acid; potassium nitrate; N,N-dimethyl-formamide; In dichloromethane;

Reference yield:

2,6-difluorobenzoic acid (385-00-2) → 2,6-difluoro-3-nitrobenzoic acid chloride (260552-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / KNO₃; conc. H₂SO₄ / 20 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 20 °C

With oxalyl dichloride; sulfuric acid; potassium nitrate; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/jm0205090

upstream raw materials:

2,6-difluoro-3-nitrobenzoic acid

2,6-difluorobenzoic acid

2,4-Difluoronitrobenzene

benzyl 2,6-difluoro-3-nitrobenzoate

Downstream raw materials:

tert-butyl (3-amino-2,6-difluorophenyl)carbamate

1-(3-amino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

ethyl 1-(3-tert-butoxycarbonylamino-2,4-trifluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

1-(3-amino-2,4-difluorophenyl)-7-[(3S)-3-aminopyrrolidin-1-yl]-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

Refernces

• 1、 Morgan, Charles W.,Dale, Ian L.,Thomas, Andrew P.,Hunt, James,Chin, Jason W.. "Selective CRAF Inhibition Elicits Transactivation". supporting information. p. 4600 - 4606. Retrieved 2021/05/04.
• 2、 Abdel-Maksoud, Mohammed S.,Ali, Eslam M. H.,Ammar, Usama M.,Mersal, Karim I.,Oh, Chang-Hyun,Yoo, Kyung Ho. "Design and synthesis of novel pyrrolo[2,3-b]pyridine derivatives targeting V600EBRAF". . . Retrieved 2020/04/28.