5-Fluoroisatonic anhydride
- Product Name
- 5-Fluoroisatonic anhydride
- CAS No.
- 321-69-7
- Chemical Name
- 5-Fluoroisatonic anhydride
- Synonyms
- 6-fluoro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione;5-FLUOROISATOIC ANHYDRIDE;NSC 149815;Flumazenil Impurity 15;6-FLUORO ISATIN ANHYDRIDE;5-FLUOROISATONIC ANHYDRIDE;6-fluoro-1H-3,1-benzoxazine-2,4-dione;6-Fluorobenzo[d][1,3]oxazine-2,4-dione;6-fluoro-1H-3,1-benzoxazine-2,4-quinone;6-FLUORO-2H-3,1-BENZOXAZINE-2,4(1H)-DIONE
- CBNumber
- CB5379596
- Molecular Formula
- C8H4FNO3
- Formula Weight
- 181.12
- MOL File
- 321-69-7.mol
5-Fluoroisatonic anhydride Property
- Melting point:
- 259-262°C
- Density
- 1.502±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- soluble in DMSO
- pka
- 9.61±0.20(Predicted)
- form
- powder
- color
- Off-white to pale yellow
- InChI
- InChI=1S/C8H4FNO3/c9-4-1-2-6-5(3-4)7(11)13-8(12)10-6/h1-3H,(H,10,12)
- InChIKey
- UBKGOWGNYKVYEF-UHFFFAOYSA-N
- SMILES
- N1C2=CC=C(F)C=C2C(=O)OC1=O
- CAS DataBase Reference
- 321-69-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- F592025
- Product name
- 5-FluoroisatoicAnhydride
- Packaging
- 2g
- Price
- $210
- Updated
- 2021/12/16
- Product number
- J55302
- Product name
- 6-Fluoroisatoicanhydride
- Packaging
- 1g
- Price
- $20
- Updated
- 2021/12/16
- Product number
- 4H26-3-01
- Product name
- 6-Fluoroisatoic anhydride
- Packaging
- 1g
- Price
- $23
- Updated
- 2021/12/16
- Product number
- Y7452
- Product name
- 6-Fluoroisatoicanhydride
- Packaging
- 1g
- Price
- $27
- Updated
- 2021/12/16
- Product number
- CS-W005876
- Product name
- 5-Fluoroisatoicanhydride
- Purity
- ≥98.0%
- Packaging
- 5g
- Price
- $67
- Updated
- 2021/12/16
5-Fluoroisatonic anhydride Chemical Properties,Usage,Production
Chemical Properties
Dark yellow Solid
Uses
5-Fluoroisatoic Anhydride is a versatile pharmaceutical intermediate used in the preparation of insulin secretagogues, HCV polymerase inhibitors, anxiolytic agents and other bioactive compounds.
Preparation
5-Fluoroisatonic anhydride is prepared from 5-fluoro indole (9d) by stirring in a 4:1 mixture of DMF/H2O for 16 h at room temperature.
1 H NMR (DMSO-d6): δ11.19 (s, br., 1H), 7.36 (dd, J = 8.4, 2.6 Hz, 1H), 6.87 (dt, J = 8.4, 2.2 Hz, 1H), 6.74 (dd, J = 9.3, 2.2 Hz, 1H).
Synthesis
443-69-6
321-69-7
Preparation of compound 1: Synthesis of 5-fluoroisocyanic anhydride. In a 250 mL three-necked flask assembled with a magnetic stir bar and condenser, acetic anhydride (90.0 mL), 5-fluoroindigo (20.62 g, 0.125 mol, 1.00 equiv.) and acetic acid (90 mL) were added sequentially. The reaction system was placed in a water bath and heated to 85 °C. Subsequently, chromium(VI) oxide (20.36 g, 0.204 mol, 1.63 eq.) was added in batches (~0.5 g per batch) to the red solution over 40 minutes. After addition, the reaction mixture was continued to be stirred for 15 minutes and subsequently cooled to 10 °C in an ice bath. The resulting solid product was separated by filtration and washed with 400 mL of water to remove most of the green impurities. The resulting solid was dissolved in 300 mL of a 2:1 (v/v) acetic acid/water mixture, filtered again, and dried overnight in a vacuum oven at 50 °C to afford 5-fluoroisocyanic anhydride as a bright yellow solid (14.45 g, 64% yield).
References
[1] Catalysis Science and Technology, 2015, vol. 5, # 10, p. 4830 - 4838
[2] Angewandte Chemie, 1980, vol. 92, # 3, p. 196 - 197
[3] Patent: US5863944, 1999, A
[4] Journal of the Chemical Society, 1957, p. 2916,2917
[5] Journal of medicinal chemistry, 1971, vol. 14, # 12, p. 1233 - 1235
5-Fluoroisatonic anhydride Preparation Products And Raw materials
Raw materials
Preparation Products
5-Fluoroisatonic anhydride Suppliers
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View Lastest Price from 5-Fluoroisatonic anhydride manufacturers
- Product
- 5-Fluoroisatoic anhydride 321-69-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-08-20
- Product
- 5-Fluoroisatonic anhydride 321-69-7
- Price
- US $1.60-6.60/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
- Product
- 5-Fluoroisatonic anhydride 321-69-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- G/KG/T
- Release date
- 2019-12-24