ChemicalBook > CAS DataBase List > 5-Fluoroisatonic anhydride

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

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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)

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36
HazardClass: IRRITANT
HS Code: 2934999090

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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.

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N-Bromosuccinimide Price

TRC

Product number: F592025
Product name: 5-FluoroisatoicAnhydride
Packaging: 2g
Price: $210
Updated: 2021/12/16

AK Scientific

Product number: Y7452
Product name: 6-Fluoroisatoicanhydride
Packaging: 25g
Price: $211
Updated: 2021/12/16

ChemScene

Product number: CS-W005876
Product name: 5-Fluoroisatoicanhydride
Purity: ≥98.0%
Packaging: 25g
Price: $318
Updated: 2021/12/16

Matrix Scientific

Product number: 057951
Product name: 6-Fluoro-1H-benzo[d][1,3]oxazine-2,4-dione
Purity: 99%
Packaging: 100g
Price: $474
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0025236
Product name: 6-FLUORO ISATIN ANHYDRIDE
Purity: 95.00%
Packaging: 1G
Price: $626.01
Updated: 2021/12/16

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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

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View Lastest Price from 5-Fluoroisatonic anhydride manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd

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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

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

Career Henan Chemical Co

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

321-69-7, 5-Fluoroisatonic anhydrideRelated Search:

Glutaric anhydride Phthalic anhydride Trifluoromethanesulfonic anhydride Succinic anhydride 5-Fluoroisatin Erythromycin Estolate CIS-BUTENEDIOIC ANHYDRIDE Chromium(VI) oxide Isatoic Anhydride Di-tert-butyl dicarbonate Indirubin Acetic anhydride 6-Fluoroisatoic anhydride 5-FLUOROISATOIC ANHYDRIDE 7-FLUORO-1-H-BENZO[D][1,3]OXAZINE-2,4-DIONE 4-FLUOROISATOIC ANHYDRIDE 3-FLUOROISATOIC ANHYDRIDE 5-Fluoroisatonic anhydride

6-FLUORO-2H-3,1-BENZOXAZINE-2,4(1H)-DIONE

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

6-fluoro-1H-3,1-benzoxazine-2,4-dione

6-fluoro-1H-3,1-benzoxazine-2,4-quinone

6-FLUORO ISATIN ANHYDRIDE

5-FLUOROISATOIC ANHYDRIDE

5-FLUOROISATONIC ANHYDRIDE

6-Fluorobenzo[d][1,3]oxazine-2,4-dione

NSC 149815

6-fluoro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione

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

2H-3,1-Benzoxazine-2,4(1H)-dione, 6-fluoro-

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

Flumazenil Impurity 15

321-69-7

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