7-FLUORO-2-METHYLISATOIC ANHYDRIDE

Base Information

• Chemical Name: 7-FLUORO-2-METHYLISATOIC ANHYDRIDE
• CAS No.: 97927-92-9
• Molecular Formula: C9H6 F N O3
• Molecular Weight: 195.15
• Mol file: 97927-92-9.mol

Synonyms:7-FLUORO-2-METHYLISATOIC ANHYDRIDE;4-Fluoro-2-Methyl Isatin Anhydride

Chemical Property of 7-FLUORO-2-METHYLISATOIC ANHYDRIDE

Chemical Property:

• Melting Point: 158-159 °C(Solv: dichloromethane (75-09-2))
• Boiling Point: 313.6±44.0 °C(Predicted)
• PKA: -3.40±0.20(Predicted)
• PSA: 52.21000
• Density: 1.439±0.06 g/cm3(Predicted)
• LogP: 0.63080

Purity/Quality:

98%Min ^*data from raw suppliers

7-fluoro-1-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-FLUORO-2-METHYLISATOIC ANHYDRIDE

There total 4 articles about 7-FLUORO-2-METHYLISATOIC 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: 77.0%

7-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione (321-50-6) + methyl iodide (74-88-4) → 7-fluoro-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (97927-92-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol102824k

Reference yield:

2-choro-4-fluorobenzoic acid (2252-51-9) → 7-fluoro-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (97927-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / copper (powder), copper(II) chloride dihydrate / H₂O / 1) 75 - 80 deg C, 30 min; 2) reflux, 5 h

2: sodium carbonate / toluene; H₂O / 19 h / Ambient temperature

With copper; sodium carbonate; copper dichloride; In water; toluene;

Reference yield:

4-fluoroanthranilic acid (446-32-2) → 7-fluoro-1-methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione (97927-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 6 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

2.2: 0 °C

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2022.116727

upstream raw materials:

phosgene

4-fluoro-N-methylanthranilic acid

2-choro-4-fluorobenzoic acid

7-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione

Downstream raw materials:

methyl 4-fluoro-2-(N-methylamino)benzoate

3-benzyl-8-fluoro-1-methyl-3,4-dihydro-1H-benzo[d][1,3]diazepine-5(2H)-one

flosequinoxan

flosequinan

Refernces

• 1、 -. "SUBSTITUTED AMINOQUINOLONES AS DGKALPHA INHIBITORS FOR IMMUNE ACTIVATION". Page/Page column 269. . Retrieved 2021/06/04.
• 2、 D'Souza, Asha M.,Spiccia, Nadia,Basutto, Jose,Jokisz, Pawel,Wong, Leon S.-M.,Meyer, Adam G.,Holmes, Andrew B.,White, Jonathan M.,Ryan, John H.. "1,3-dipolar cycloaddition-decarboxylation reactions of an azomethine ylide with isatoic anhydrides: Formation of novel benzodiazepinones". supporting information; experimental part. p. 486 - 489. Retrieved 2011/03/23.