5-Fluoroisatonic anhydride

Base Information

• Chemical Name: 5-Fluoroisatonic anhydride
• CAS No.: 321-69-7
• Molecular Formula: C8H4FNO3
• Molecular Weight: 181.123
• Hs Code.: 2934999090
• Mol file: 321-69-7.mol

Synonyms:6-Fluoro-1H-benzo[d][1,3]oxazine-2,4-dione;6-Fluoro-2H-3,1-benzoxazine-2,4(1H)-dione;6-Fluorobenzo[d][1,3]oxazine-2,4-dione;NSC 149815;

Chemical Property of 5-Fluoroisatonic anhydride

Chemical Property:

• Melting Point: 259-262 °C
• PKA: 9.61±0.20(Predicted)
• PSA: 63.07000
• Density: 1.502 g/cm³
• LogP: 0.62040
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

5-FluoroisatoicAnhydride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Fluoroisatonic anhydride

There total 16 articles about 5-Fluoroisatonic anhydride 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: 96.0%

phosgene (75-44-5) + 2-amino-5-fluorobenzoic acid (446-08-2) → 5-fluoroisatoic anhydride (321-69-7)

Guidance literature:

In water; toluene; at 20 ℃;

DOI:10.1021/op800113s

Reference yield: 96.0%

2-amino-5-fluorobenzoic acid (446-08-2) + trichloromethyl chloroformate (503-38-8) → 5-fluoroisatoic anhydride (321-69-7)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 4h; Heating / reflux;

Reference yield: 91.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-fluorobenzoic acid (446-08-2) → 5-fluoroisatoic anhydride (321-69-7)

Guidance literature:

With pyridine; In dichloromethane; acetonitrile; at 55 ℃;

upstream raw materials:

5-fluoro-1H-indole-2,3-dione

phosgene

2-amino-5-fluorobenzoic acid

bis(trichloromethyl) carbonate

Downstream raw materials:

2-amino-N-(4-ethoxy-3-thienyl)-5-fluorobenzamide

7-Fluoro-3-(4-trifluoromethyl-phenyl)-3,4-dihydro-2H,10H-acridine-1,9-dione

5-fluoroanthranilic hydrazide

1-(2-cyclopropylethyl)-6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione

Refernces

• 1、 -. "SUBSTITUTED DIHYDROBENZOXAZINONES, DIHYDROQUINOLONES, AND METHODS OF THEIR USE AND SYNTHESIS". Paragraph 0159; 0160; 0164; 0165. . Retrieved 2021/01/29.
• 2、 Khalifa, Muhammad M.,Philkhana, Satish Chandra,Golden, Jennifer E.. "Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam". . p. 464 - 481. Retrieved 2019/12/24.