4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime

Base Information

• Chemical Name: 4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime
• CAS No.: 17628-74-9
• Molecular Formula: C₈H₆FNO₂
• Molecular Weight: 167.14
• DSSTox Substance ID: DTXSID301270368
• Mol file: 17628-74-9.mol

Synonyms:SCHEMBL1193448;DTXSID301270368;17628-74-9;4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime

Chemical Property of 4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime

Chemical Property:

• Boiling Point: 321.1±44.0 °C(Predicted)
• Density: 1.23±0.1 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.03825660
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C=NO)F

Technology Process of 4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime

There total 2 articles about 4-Fluoro-alpha-oxobenzeneacetaldehyde 1-oxime 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: 26.0%

tert.-butylnitrite (540-80-7) + 1-(4-fluorophenyl)ethanone (403-42-9) → p-fluorophenylglyoxalmonoxime (17628-74-9)

Guidance literature:

1-(4-fluorophenyl)ethanone; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

tert.-butylnitrite; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201611791

Reference yield:

methyl 4-fluorobenzoyl acetate (63131-29-3) → p-fluorophenylglyoxalmonoxime (17628-74-9)

Guidance literature:

methyl 4-fluorobenzoyl acetate; With sodium hydroxide; In water; for 12h;

With perchloric acid; sodium nitrite; In water; at 20 ℃; for 14h;

DOI:10.1007/s11172-005-0359-4

Reference yield: 87.0%

p-fluorophenylglyoxalmonoxime (17628-74-9) + 2,4,5,6-tetraamino-pyrimidine dihydrochloride (39944-62-2,51093-30-2,52980-67-3,65540-06-9) → 6-(4-fluoro-phenyl)-pteridine-2,4-diamine

Guidance literature:

In methanol; for 2h; Heating;

DOI:10.1021/jm981129a

upstream raw materials:

methyl 4-fluorobenzoyl acetate

tert.-butylnitrite

1-(4-fluorophenyl)ethanone

Downstream raw materials:

2-amino-1-(4-fluorophenyl)ethanol

1-(p-Fluor-phenyl)-glyoxal-2-aldoxim-1-semicarbazon

2-amino-3-benzyl-5-(4-fluorophenyl)pyrazine 1-oxide

2-amino-5-(4-fluorophenyl)-3-phenylmethylpyrazine

Refernces

• 1、 Sheremetev. "One-pot synthesis of 3-amino-4-aryl- and 3-amino-4-hetarylfurazans". . p. 1057 - 1059. Retrieved 2007/10/03.