6-Fluoro-4-nitro-3H-isobenzofuran-1-one

Base Information

• Chemical Name: 6-Fluoro-4-nitro-3H-isobenzofuran-1-one
• CAS No.: 1207453-90-4
• Molecular Formula: C8H4FNO4
• Molecular Weight: 197.122
• Hs Code.: 2932209090
• Mol file: 1207453-90-4.mol

Synonyms:6-Fluoro-4-nitro-3H-isobenzofuran-1-one

Chemical Property of 6-Fluoro-4-nitro-3H-isobenzofuran-1-one

Chemical Property:

• Boiling Point: 414.93 °C at 760 mmHg
• Flash Point: 204.742 °C
• PSA: 72.12000
• Density: 1.614 g/cm³
• LogP: 1.92750
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

6-Fluoro-4-nitro-1(3H)-isobenzofuranone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 6-fluoro-4-nitro-3H-isobenzofuran-1-one is a kind of benzofuran derivative. As a kind of isobenzofuranone, it can be used to enhance aroma in perfumery. It also has certain pharmacological effects such as antioxidant activity and antiplatelet activity.6-Fluoro-4-nitro-1(3H)-isobenzofuranone appeared as a reactant in the synthesis of a Poly(ADP-ribose) Polymerase-1/2 Inhibitor, which is a proposed anticancer agent.
• Uses: 6-Fluoro-4-nitro-1(3H)-isobenzofuranone appeared as a reactant in the synthesis of a Poly(ADP-ribose) Polymerase-1/2 Inhibitor, which is a proposed anticancer agent.

Technology Process of 6-Fluoro-4-nitro-3H-isobenzofuran-1-one

There total 4 articles about 6-Fluoro-4-nitro-3H-isobenzofuran-1-one 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: 79.0%

2-bromomethyl-5-fluoro-3-nitrobenzoic acid methyl ester (850462-65-6) → 6-fluoro-4-nitroisobenzofuran-1(3H)-one (1207453-90-4)

Guidance literature:

With water; In 1,4-dioxane; for 96h; Reflux;

Reference yield:

5-fluoro-2-methylbenzoic acid (33184-16-6) → 6-fluoro-4-nitroisobenzofuran-1(3H)-one (1207453-90-4)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid / sulfuric acid / 3.5 h / -5 - 0 °C

2: thionyl chloride / methanol / 16 h / 0 °C / Reflux

3: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / Reflux

4: 1,4-dioxane; water / 96 h / Reflux

With N-Bromosuccinimide; thionyl chloride; nitric acid; dibenzoyl peroxide; sulfuric acid; In 1,4-dioxane; methanol; tetrachloromethane; water;

Reference yield:

5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester (697739-03-0) → 6-fluoro-4-nitroisobenzofuran-1(3H)-one (1207453-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / Reflux

2: 1,4-dioxane; water / 96 h / Reflux

With N-Bromosuccinimide; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; water;

upstream raw materials:

2-bromomethyl-5-fluoro-3-nitrobenzoic acid methyl ester

5-fluoro-2-methylbenzoic acid

5-fluoro-2-methyl-3-nitrobenzoic acid methyl ester

5-fluoro-2-methyl-3-nitrobenzoic acid

Downstream raw materials:

(Z)-6-fluoro-3-((1-methyl-1H-1,2,4-triazol-5-yl)methylene)-4-nitroisobenzofuran-1(3H)-one

methyl 3-amino-5-fluoro-2-(2-(1-methyl-1H-1,2,4-triazol-5-yl)acetyl)benzoate

methyl 5-fluoro-2-(2-(1-methyl-1H-1,2,4-triazol-5-yl)acetyl)-3-nitrobenzoate

Refernces

• 1、 -. "DIHYDROPYRIDOPHTHALAZINONE COMPOUNDS AS INHIBITORS OF POLY (ADP-RIBOSE) POLYMERASE (PARP) FOR TREATMENT OF DISEASES AND METHOD OF USE THEREOF". Paragraph 66. . Retrieved 2018/09/19.
• 2、 -. "DIHYDROPYRIDOPHTHALAZINONE INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE (PARP)". Page/Page column 1. . Retrieved 2010/03/02.