112748-06-8

Basic information

• Product Name: 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one
• Synonyms: 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one;6-amino-7-fluoro-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS NO: 112748-06-8
• Molecular Formula: C₈H₇FN₂O₂
• Molecular Weight: 182.15
• Mol File: 112748-06-8.mol

Chemical Properties

• Boiling Point: 398.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.441
• PKA: 11.19±0.20(Predicted)
• CAS DataBase Reference: 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one(112748-06-8)
• EPA Substance Registry System: 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one(112748-06-8)

Safety Data

• Hazardous Substances Data: 112748-06-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one is used as a research compound for exploring its potential role in drug discovery and development due to its unique structure and possible biological activities.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one is utilized as a starting material or a scaffold for the synthesis of new compounds with potential therapeutic applications.
Used in Antifungal Applications:
7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one is used as an antifungal agent, leveraging the known antifungal properties of benzoxazinones, which it may share or enhance due to its specific functional groups.
Used in Antibacterial Applications:
Similarly, it is used as an antibacterial agent, potentially building upon the antimicrobial characteristics of benzoxazinones, with the added benefits of its fluorine and amino substitutions.
Used in Antimitotic Applications:
7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one is also considered for antimitotic applications, as benzoxazinones have been reported to possess such activities, and the compound's unique structure may contribute to its effectiveness in inhibiting cell division.
These applications highlight the versatility and potential of 7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-one in various areas of pharmaceutical and medical research, underscoring the need for further investigation into its properties and effects.

Upstream product

• 446-36-6 5-fluoro-2-nitrophenol 
• 103362-07-8 ethyl 2-(5-fluoro-2-nitrophenoxy)acetate 
• 103361-99-5 7-fluoro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine 
• 103361-67-7 7-fluoro-3,4-dihydro-3-oxo-6-nitro-2H-1,4-benzoxazine 
• 53981-24-1 2-amino-5-fluorophenol 
• 367-25-9 2,4-difluorophenylamine 
• 7439-89-6 iron 
• 112748-04-6 2,4-dinitro-5-fluorophenoxyacetonitrile 
• 2923-61-7 2-(5-fluoro-2,4-dinitrophenoxy)acetic acid 
• 112748-03-5 ethyl 2,4-dinitro-5-chlorophenoxyacetate 
• 112748-02-4 2,4-dinitro-5-chlorophenoxyacetonitrile 
• 122641-49-0 butyl 2,4-dinitro-5-fluorophenoxyacetate 
• 327-92-4 1,5-difluoro-2,4-dinitrobenzene 
• 446-35-5 2,4-Difluoronitrobenzene 

Relevant articles and documents

Production process of flumioxazin herbicide

The invention discloses a production process of a flumioxazin herbicide. The process is characterized by comprising the following steps: S1, synthesizing 2-nitro-5-fluorophenol; S2, synthesizing ethyl 2-(5-fluoro-2-nitrophenoxy) acetate; S3, synthesizing 7-fluoro-2H-1, 4-benzoxazine-3 (4H)-ketone; S4, synthesizing 7-fluoro-6-nitro-2H-1, 4-benzoxazine-3 (4H)-ketone; S5, synthesizing 7-fluoro-6-amino-2H-1, 4-benzoxazine-3 (4H)-ketone; S6, synthesizing 7-fluoro-6-(3, 4, 5, 6-tetrahydro)phthalimido-1, 4-benzoxazine-3 (4H) ketone; and S7, synthesizing the flumioxazin. The method has the advantages of low raw material price, few byproducts and light pollution.

Synthesis method of flumioxazin

The invention provides a synthesis method of flumioxazin, and belongs to the field of pesticide synthesis. According to the invention, the method solves the problems of many steps, low yield and the like in the existing flumioxazin synthesis process, has the following synthetic route defined in the specification, and has high yield.

METHOD FOR PRODUCING 6-AMINO-2H-1,4-BENZOXAZINE-3(4H)-ONE

PROBLEM TO BE SOLVED: To provide an industrially advantageous production method for 6-amino-2H-1,4-benzoxazine-3(4H)-one. SOLUTION: A method for producing 6-amino-2H-1,4-benzoxazine-3(4H)-one includes contact reduction and cyclization of the following compound, using a catalyst containing one or more metal atom selected from the group consisting of iron, cobalt, nickel and copper (R1 is a C1-C6 alkyl group; R2, R3 and R4 are the same or different to denote a C1-C6 alkyl group, a halogen atom or H). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Synthetic method of pesticide intermediate for synthesizing flumioxazin

The invention provides a synthetic method of a pesticide intermediate for synthesizing flumioxazin, and belongs to the field of pesticide synthesis. The synthetic method solves the problem that the yield of existing synthetic 7-fluoro-6-amino-2H-1,4-benzoxazine-3(4H)-one is not high. The synthetic route of the synthetic method of the pesticide intermediate for synthesizing flumioxazin is shown inthe specification, and the yield is high.

Synthesis of 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - one method (by machine translation)

The invention discloses a method for synthesizing 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - one method, in order to 2, 4 - difluoroaniline as raw materials, through the substituted by hydroxyl, ether, nitration, hydrogenation reduction reaction to obtain the 7 - fluoro - 6 - amino - 2 H - 1, 4 - benzoxazine - 3 (4 H) - ketone (methylacetylene comprising diflufenican intermediate). Synthesis method of the invention, in order to 2, 4 - difluoroaniline as raw materials, cheap and easy to obtain, to a certain extent reduces the production cost; intermediate 1 without going through the high-pressure hydrogenation reaction can be with the chloroethyl acetate reaction ring, reduce the risk of the reaction; the nitration reaction is easy to control, decreasing the reaction, little impurity, raise the yield; hydrogenation reaction catalyst can be recovered, recycled, and reducing the cost; in addition the raw material is cheap, mild reaction, simple operation, facilitates large scale production. (by machine translation)

METHOD FOR PRODUCING PURIFIED COMPOUND

A method for producing a purified compound represented by the formula (II), comprising; obtaining a reaction mixture containing a compound represented by the formula (I) from a crude compound represented by the formula (II) such as reacting the crude compound with a ketone compound, and reacting the obtained reaction mixture or a solution by filtering thus obtained reaction mixture containing the compound represented by the formula (I) with water.

Production method of flumioxazin

The invention discloses a production method of flumioxazin. The production method comprises the following steps: by using 2,4-difluoronitrobenzene as an initial raw material, sequentially carrying out nitrification to obtain 1,5-difluoro-2,4-dinitrobenzene, and carrying out etherification reaction on the 1,5-difluoro-2,4-dinitrobenzene and butyl hydroxyacetate to obtain butyl 3-fluoro-4,6-dinitrophenoxyacetate; carrying out reduction cyclization with hydrogen to obtain 7-fluoro-6-amino-2H-1,4-benzoxazinyl-3(4H)-one; under alkaline conditions, carrying out alkynylation reaction with propargyl chloride to obtain an intermediate product; and finally, carrying out amidation reaction with 3,4,5,6-tetrahydrophthalic anhydride to obtain the flumioxazin. The production technique of the method has the advantages of short process, mild reaction conditions and cheap and accessible raw materials, and is convenient to operate; and the solvent used in the preparation process is recyclable. The method also has the advantages of high total reaction yield, high product purity, low production cost and low environmental pollution.

Synthesis of a Fluorobenzoxazine Derivative and Its Analogues

Syntheses of a fluorobenzoxazine derivative, fluorobenzothiazine derivative and fluoroquinoxaline derivative are described.These compounds were synthesized by reductive cyclization of the corresponding fluorodinitrobenzene derivatives.The fluorobenzoxazin

Herbicidal glutaramic acids and derivatives

This invention relates to glutaramic acids and derivatives exhibiting herbicidal activity having the structure STR1 wherein A is a carboxylic acid or a derivative thereof, D is CH or N, and R, R1, R2, T, X, Y, and Z are as defined within, compositions containing these compounds and methods of controlling weeds with these compounds.