1-Azido-2,4-difluorobenzene

Base Information

• Chemical Name: 1-Azido-2,4-difluorobenzene
• CAS No.: 91229-55-9
• Molecular Formula: C6H3F2N3
• Molecular Weight: 155.107
• DSSTox Substance ID: DTXSID20655596
• Nikkaji Number: J270.433A
• Wikidata: Q82569791
• Mol file: 91229-55-9.mol

Synonyms:1-azido-2,4-difluorobenzene;91229-55-9;Benzene, 1-azido-2,4-difluoro-;1-Azido-2,4-difluoro-benzene;2,4-difluorophenyl azide;SCHEMBL14159424;DTXSID20655596;AKOS009324704;EN300-75515;F2157-0481

Chemical Property of 1-Azido-2,4-difluorobenzene

Chemical Property:

• PSA: 49.75000
• LogP: 2.35936
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.02950343
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

1-azido-2,4-difluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)F)N=[N+]=[N-]

Technology Process of 1-Azido-2,4-difluorobenzene

There total 2 articles about 1-Azido-2,4-difluorobenzene 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%

2,4-difluorophenylamine (367-25-9,76563-56-9) → 1-azido-2,4-difluorobenzene (91229-55-9)

Guidance literature:

With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c01049

Reference yield:

2,4-Difluoronitrobenzene (446-35-5) → 1-azido-2,4-difluorobenzene (91229-55-9)

Guidance literature:

With sodium azide; In 1,4-dioxane; at -15 ℃;

DOI:10.1016/j.bmcl.2014.01.018

Reference yield: 94.0%

C33H48O3 + 1-azido-2,4-difluorobenzene (91229-55-9) → C39H51F2N3O3

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 - 45 ℃; for 8h; regioselective reaction; Sonication;

DOI:10.1016/j.ejmech.2013.05.029

upstream raw materials:

2,4-difluorophenylamine

2,4-Difluoronitrobenzene

Downstream raw materials:

3-O-benzyl-15-(3-(1-(2,4-difluorophenyl)-1H-1,2,3-triazol-4-yl)propyl)estrone

1-(2,4-difluorophenyl)-5-methyl-4-tributylstanyl-1H-[1,2,3]triazole

(1-(2,4-difluorophenyl)-1H-(1,2,3)triazol-4-yl)methanol

C₂₂H₁₃F₂N₃O₃

Refernces

• 1、 Chiarelli, Laurent R.,Fan, Dongguang,Han, Quanquan,Lu, Yu,Qiao, Chunhua,Shi, Rui,Stelitano, Giovanni,Wang, Bin,Huszár, Stanislav,Miku?ová, Katarína,Savková, Karin. "Structural and Activity Relationships of 6-Sulfonyl-8-Nitrobenzothiazinones as Antitubercular Agents". supporting information. p. 14526 - 14539. Retrieved 2021/10/26.
• 2、 Alam, Mohammad Mahboob,Alfaifi, Mohammad Y.,Alfaifi, Sulaiman Y. M.,Almalki, Abdulraheem S. A.,Alsenani, Nawaf I.,Alsharif, Meshari A.,Elbehairi, Serag Eldin I.,Elhenawy, Ahmed A.,Malebari, Azizah M.,Nazreen, Syed. "Naproxen based 1,3,4-oxadiazole derivatives as EGFR inhibitors: Design, synthesis, anticancer, and computational studies". . . Retrieved 2021/10/05.