8-Fluoroquinazoline-2,4(1H,3H)-dione

Base Information

• Chemical Name: 8-Fluoroquinazoline-2,4(1H,3H)-dione
• CAS No.: 959236-96-5
• Molecular Formula: C₈H₅FN₂O₂
• Molecular Weight: 180.138
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10435248
• Nikkaji Number: J3.584.658A
• Wikidata: Q82250045
• Mol file: 959236-96-5.mol

Synonyms:8-Fluoroquinazoline-2,4(1H,3H)-dione;959236-96-5;8-fluoro-2,4(1H,3H)-Quinazolinedione;8-fluoro-1H-quinazoline-2,4-dione;8-fluoro-1,2,3,4-tetrahydroquinazoline-2,4-dione;MFCD09954844;8-Fluoroquinazoline-2,4-diol;SCHEMBL527840;DTXSID10435248;AKOS006312895;DS-1740;SY013583;FT-0722437;J3.584.658A;F15669;EN300-3209565;Z1198266470

Chemical Property of 8-Fluoroquinazoline-2,4(1H,3H)-dione

Chemical Property:

• PSA: 66.24000
• LogP: 1.18010
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 180.03350557
• Heavy Atom Count: 13
• Complexity: 257

Purity/Quality:

97% ^*data from raw suppliers

8-Fluoroquinazoline-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)F)NC(=O)NC2=O

Technology Process of 8-Fluoroquinazoline-2,4(1H,3H)-dione

There total 5 articles about 8-Fluoroquinazoline-2,4(1H,3H)-dione 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: 70.1%

2-amino-3-fluorobenzonitrile (115661-37-5) → 8-fluoroquinazoline-2,4(1H,3H)-dione (959236-96-5)

Guidance literature:

With carbon dioxide; C₉H₁₆N₂*C₅H₅NO; at 80 ℃; for 8h; under 750.075 Torr;

Reference yield: 67.8%

methyl (3-fluoro-2-nitrobenzoyl)carbamate → 8-fluoroquinazoline-2,4(1H,3H)-dione (959236-96-5)

Guidance literature:

With palladium 10% on activated carbon; p-toluenesulfonic acid monohydrate; hydrogen; In methanol; at 20 ℃; for 3h;

DOI:10.1080/00397911.2018.1439173

Reference yield: 40.0%

carbon dioxide (124-38-9,18923-20-1) + 2-amino-3-fluorobenzonitrile (115661-37-5) → 8-fluoroquinazoline-2,4(1H,3H)-dione (959236-96-5)

Guidance literature:

With {Eu[N(SiMe₃)₂](μ-O:κ2-C₆H₅C(O)NC₆H₃(ⁱPr)₂)(THF)}₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 100 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/ejoc.201600291

upstream raw materials:

potassium cyanate

3-fluoroanthranilic acid

urea

carbon dioxide

Downstream raw materials:

2,4-dichloro-8-fluoroquinazoline

2-chloro-8-fluoro-N-methyl-N-phenylquinazolin-4-amine

2-N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-8-fluoro-4-N-(furan-2-ylmethyl)quinazoline-2,4-diamine

tert-butyl [(2S)-1-cyclopentylpropan-2-yl](5-fluoro-2-{[(8-fluoro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl)sulfonyl]amino}benzyl)carbamate