6-Fluorobenzo[c][1,2,5]oxadiazol-5-amine

Base Information

• Chemical Name: 6-Fluorobenzo[c][1,2,5]oxadiazol-5-amine
• CAS No.: 504417-84-9
• Molecular Formula: C6H4FN3O
• Molecular Weight: 153.11
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00476201
• Nikkaji Number: J1.823.363K
• Wikidata: Q82307222
• Mol file: 504417-84-9.mol

Synonyms:504417-84-9;6-fluorobenzo[c][1,2,5]oxadiazol-5-amine;2,1,3-BENZOXADIAZOL-5-AMINE, 6-FLUORO-;DTXSID00476201

Chemical Property of 6-Fluorobenzo[c][1,2,5]oxadiazol-5-amine

Chemical Property:

• PSA: 64.94000
• LogP: 1.52530
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 153.03383992
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC2=NON=C21)F)N

Technology Process of 6-Fluorobenzo[c][1,2,5]oxadiazol-5-amine

There total 4 articles about 6-Fluorobenzo[c][1,2,5]oxadiazol-5-amine 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: 4.7%

5-fluoro-6-nitro-2,1,3-benzoxadiazole (504417-57-6) → 5-amino-6-fluoro-2,1,3-benzoxadiazole (504417-84-9)

Guidance literature:

With hydrogenchloride; iron; In methanol; dichloromethane; at 20 ℃; for 0.25h;

DOI:10.3987/com-01-s(m)4

Reference yield:

2,4-dinitro-5-fluoroaniline (367-81-7) → 5-amino-6-fluoro-2,1,3-benzoxadiazole (504417-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: conc. sulfuric acid; aq. sodium nitrite / acetic acid / 0 °C

1.2: aq. sodium azide / 1 h / 20 °C

2.1: 810 mg / ethyl acetate / 2.5 h / Heating

3.1: 52 percent / triphenylphosphine / ethyl acetate / 1 h / Heating

4.1: 4.7 percent / conc. hydrochloric acid; iron powder / CH₂Cl₂; methanol / 0.25 h / 20 °C

With hydrogenchloride; sulfuric acid; iron; triphenylphosphine; sodium nitrite; In methanol; dichloromethane; acetic acid; ethyl acetate;

DOI:10.3987/com-01-s(m)4

Reference yield:

5-fluoro-6-nitrobenzofuroxan → 5-amino-6-fluoro-2,1,3-benzoxadiazole (504417-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / triphenylphosphine / ethyl acetate / 1 h / Heating

2: 4.7 percent / conc. hydrochloric acid; iron powder / CH₂Cl₂; methanol / 0.25 h / 20 °C

With hydrogenchloride; iron; triphenylphosphine; In methanol; dichloromethane; ethyl acetate;

DOI:10.3987/com-01-s(m)4

upstream raw materials:

5-fluoro-6-nitro-2,1,3-benzoxadiazole

2,4-dinitro-5-fluoroaniline

1-fluoro-2,4-dinitro-5-azidobenzene

Refernces