446-36-6

Basic information

• Product Name: 5-Fluoro-2-nitrophenol
• Synonyms: 2-Nitro-5-Fluorophenol;5-Fluoro-2-nitrophenol,98%;5-Fluoro-2-nitrophenol 99%;5-Fluoro-2-nitrophenol99%;5-FLUORO-2-NITROPHENOL,2-NITRO-5-FLUOROPHENOL;PHENOL,5-FLUORO-2-NITRO;6-Nitro-3-fluorophenol;4-Fluoro-2-hydroxynitrobenzene
• CAS NO: 446-36-6
• Molecular Formula: C₆H₄FNO₃
• Molecular Weight: 157.1
• EINECS: 207-168-6
• Product Categories: blocks;FluoroCompounds;NitroCompounds;Aromatic Phenols;Benzene series;Phenol&Thiophenol&Mercaptan;Fluorobenzene;Organic Building Blocks;Oxygen Compounds;Phenols;Alphabetic;F;FA - FLOrganic Building Blocks
• Mol File: 446-36-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 34-37 °C(lit.)
• Boiling Point: 260°C
• Flash Point: 197 °F
• Appearance: yellow/Powder, Crystals or Crystalline Mass and/or Chunks
• Density: 1.4306 (estimate)
• Vapor Pressure: 0.0486mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.18±0.13(Predicted)
• Water Solubility: slightly soluble
• BRN: 1870311
• CAS DataBase Reference: 5-Fluoro-2-nitrophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluoro-2-nitrophenol(446-36-6)
• EPA Substance Registry System: 5-Fluoro-2-nitrophenol(446-36-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37-36/37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 446-36-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
5-Fluoro-2-nitrophenol is used as a key intermediate in the total synthesis of the (+/?)-CC-1065, a potent antineoplastic agent. Its unique chemical structure contributes to the development of this therapeutic compound.
Used in Organic Chemistry:
5-Fluoro-2-nitrophenol serves as a starting material for the synthesis of 2-(7-fluoro-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-2H-isoindoline-1,3-diones. These organic molecules have potential applications in the pharmaceutical industry due to their diverse chemical properties.
Used in the Synthesis of Bioactive Molecules:
5-Fluoro-2-nitrophenol is also utilized in the synthesis of 7-substituted 2H-1,4-benzoxazin-3-(4H)-ones, which are compounds with therapeutic potential. These molecules act as inhibitors of angiogenesis, a process crucial for tumor growth and metastasis, making them valuable in the development of anti-cancer drugs.

InChI:InChI=1/C6H4FNO3/c7-4-1-2-5(8(10)11)6(9)3-4/h1-3,9H/p-1

Upstream product

• 372-20-3 3-fluorophenol 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 446-35-5 2,4-Difluoronitrobenzene 
• 7631-86-9 SiO₂ 
• 448-19-1 4-fluoro-2-methoxy-1-nitrobenzene 
• 2369-11-1 5-fluoro-2-nitroaniline 

Downstream Products

• 2924-30-3 2,4-dibromo-3-fluoro-6-nitro-phenol 
• 345-25-5 4-chloro-5-fluoro-2-nitrophenol 
• 367-82-8 3-Fluoro-4,6-dinitrophenol 
• 361-45-5 3-fluoro-2,4,6-trinitro-phenol 
• 361-48-8 3-fluoro-2,6-dinitro-phenol 
• 395-83-5 3-nitro-benzenesulfonic acid-(5-fluoro-2-nitro-phenyl ester) 
• 157831-78-2 3-fluoro-6-nitro-2,4-bis(piperidin-1'-ylmethyl)phenol 
• 157831-75-9 2-nitro-5-(piperidin-1'-yl)phenol 
• 143915-27-9 1-(2-Nitro-5-fluorophenoxy)-2-(CBZ-2-aminoethoxy)ethane 
• 448-19-1 4-fluoro-2-methoxy-1-nitrobenzene 
• 53981-24-1 2-amino-5-fluorophenol 
• 188407-79-6 2-(5-Fluoro-2-nitro-phenoxy)-2-methyl-malonic acid dimethyl ester 
• 28987-46-4 4-fluoro-1-nitro-2-(propan-2-yloxy)benzene 
• 367-32-8 4-fluoropyrocatechol 

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.

Method for preparing 5-fluoro-2-nitrophenol

The invention belongs to the technical field of organic synthesis and particularly relates to a method for preparing 5-fluoro-2-nitrophenol. The method is used for solving the technical problem that the existing methods for preparing the 5-fluoro-2-nitrophenol are long in reaction time and are adverse to industrialized operation. In order to solve the technical problem, the technical scheme adopted is as follows: the method for preparing the 5-fluoro-2-nitrophenol, provided by the invention, comprises the following step: subjecting 2,4-difluoronitrobenzene to a reaction under the condition ofcoexisting of alkali, water and an organic solvent, thereby obtaining the 5-fluoro-2-nitrophenol. According to the method, through adding the organic solvent into a reaction system, the reaction ratecan be accelerated, the reaction time is effectively shortened, the energy consumption is lowered, and thus, industrialized application is better facilitated.

5-fluoro-2-nitrophenol preparation method

The invention belongs to the field of organic synthesis, and particularly relates to a 5-fluoro-2-nitrophenol preparation method. In the prior art, the existing synthesis method has disadvantages of low conversion rate and long reaction time so as not to easily achieve industrial operation. A purpose of the present invention is to solve the technical problem in the prior art. The technical schemeis to provide a 5-fluoro-2-nitrophenol preparation method, which comprises: a) carrying out a reaction on 2,4-difluoronitrobenzene and NH 3 to obtain 5-fluoro-2-nitroaniline; and b) carrying out a reaction on the 5-fluoro-2-nitroaniline under the actions of sulfuric acid and sodium nitrite to obtain the 5-fluoro-2-nitrophenol. According to the present invention, the 5-fluoro-2-nitrophenol preparation method has advantages of good selectivity, almost no side reaction, high yield, short reaction time, simple operation and easy industrialization.

Method for synthetizing 2-(5-fluorine-2-nitryl-phenoxyl) methyl acetate

The invention discloses a method for synthetizing 2-(5-fluorine-2-nitryl-phenoxyl) methyl acetate. According to the method, 2,4-difluoronitrobenzene is used as raw materials; the 2-(5-fluorine-2-nitryl-phenoxyl) methyl acetate (a flumioxazin intermediate) is obtained through hydroxy substitution and etherification reaction. The synthesis method provided by the invention has the advantages that the 2,4-difluoronitrobenzene is used as raw materials; the price is low; the obtaining is easy, so that the production cost is reduced to a certain degree; the intermediate 1 directly reacts with methyl chloroacetate; the operation is simple; the raw materials can be repeatedly used, so that the production cost is reduced; through etherification reaction, byproducts of hydrochloric acid are recovered; no byproducts of sylvite are generated; environment-friendly and green effects are achieved; the aftertreatment operation is simple and convenient; in addition, the raw materials are cheap and can be easily obtained; the reaction condition are mild; the operation is simple and convenient; the popularization to scale production is favorably realized.

Preparation method of Anacetrapib key intermediate

The invention relates to a preparation method of an Anacetrapib key intermediate 1-bromo-4-fluoro-5-isopropyl-2-methoxybenzene. The preparation method comprises the following steps: hydrolyzing an initial raw material 2,4-difluoronitrobenzene to obtain 4-fluoro-2-hydroxynitrobenzene, methylating 4-fluoro-2-hydroxynitrobenzene to obtain 4-fluoro-2-methoxynitrobenzene, carrying out nitro group reduction to form 4-fluoro-2-methoxyaniline, carrying out diazo bromination to obtain 4-fluoro-2-methoxybromobenzene, carrying out Friedel-Crafts acylation to obtain 2-fluoro-4-methoxy-5-bromoacetophenone, carrying out a condensation reaction to obtain 2-(2-fluoro-4-methoxy-5-bromophenyl)-propane-2-ol, carrying out an elimination reaction to obtain 1-bromo-4-fluoro-2-methoxy-5-(1-methylvinyl)benzene, and hydrogenating the 1-bromo-4-fluoro-2-methoxy-5-(1-methylvinyl)benzene to obtain 1-bromo-4-fluoro-5-isopropyl-2-methoxybenzene. The preparation method has the advantages of realization of low cost, good quality and high yield of the above final product, mild reaction conditions, simplicity in operation, and easiness in industrialization.

Spiro aryl phosphorus oxide or sulfide

The invention discloses a spiro aryl phosphorus oxide or sulfide as ALK inhibitor, and in particular discloses a compound shown in a formula (I) as an ALK inhibitor or a pharmaceutically acceptable salt thereof.

ONE POT PROCESS FOR THE CONVERSION OF AROYL CHLORIDES TO ACYL THIOUREAS

The present invention disclose an improved one pot process for synthesis of acyl thioureas of formula (I), with yield greater than 80%, from aroyl chlorides of formula (I) wherein, R' is an aryl or a heteroarylene group substituted with one or more groups selected from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino, carboxyl, ester, halogenated hydrocarbon or an aryl or heteroaryl; R" and R"' are selected independently from hydrogen, alkyl, alkylene, alkynyl, alkoxy, alkenyloxy, halo, hydroxyl, nitro, amino or halogenated hydrocarbon.

Non-steroidal dissociated glucocorticoid agonists: Indoles as A-ring mimetics and function-regulating pharmacophores

We report a SAR of non-steroidal glucocorticoid mimetics that utilize indoles as A-ring mimetics. Detailed SAR is discussed with a focus on improving PR and MR selectivity, GR agonism, and in vitro dissociation profile. SAR analysis led to compound (R)-33 which showed high PR and MR selectivity, potent agonist activity, and reduced transactivation activity in the MMTV and aromatase assays. The compound is equipotent to prednisolone in the LPS-TNF model of inflammation. In mouse CIA, at 30 mg/kg compound (R)-33 inhibited disease progression with an efficacy similar to the 3 mg/kg dose of prednisolone.

USE OF INTERMEDIATES ((R ) -2,2, 4-TRIMETHYL-L, 3-DIOXOLANE-4-YL) METHANOL (A), 3-F LUORO-4-NITRO-PHENOL (B) AND 1- (4-CHLORO- BENZYL) -PIPERIDIN-4-YLAMINE (C)

The present invention relates to novel processes for the preparation of intermediate compounds which can be used to prepare therapeutic agents. The present invention also relates to novel intermediate compounds which can be used to prepare therapeutic agents. More specifically, the invention relates to the use of intermediates ((R) -2,2,4-trimethyl-l, 3- dioxolane-4 -yl) methanol (A), 3-f luoro-4-nitro-phenol (B) and 1- (4-chloro-benZyl) -piperidin-4-ylamine (C).

Mild cleavage of aryl mesylates: Methanesulfonate as potent protecting group for phenols

A mild protocol for the chemoselective deprotection of aryl methanesulfonates is described. The transformation can be conducted on highly functionalized substrates and renders the methanesulfonate a useful, previously underutilized protecting group for phenols.