84996-11-2

Usage

Uses

Used in Pharmaceutical Industry:
4-(Ethylsulphonyl)-2-nitrophenol is used as an intermediate in the synthesis of pharmaceuticals and organic compounds, contributing to the development of new drugs and medicines.
Used in Dye and Pigment Industry:
4-(Ethylsulphonyl)-2-nitrophenol serves as a building block in the production of dyes, pigments, and other organic chemicals, playing a crucial role in the creation of colorants for various applications.
Used in Antimicrobial Products:
4-(Ethylsulphonyl)-2-nitrophenol is used as a potential ingredient in antimicrobial products due to its antibacterial and antifungal properties, offering a means to combat microbial growth in different settings.
Used in Research:
4-(Ethylsulphonyl)-2-nitrophenol is utilized as a reagent in various chemical reactions, aiding researchers in advancing scientific knowledge and developing new chemical processes.
It is important to handle 4-(Ethylsulphonyl)-2-nitrophenol with caution due to its potential toxicity and environmental impact.

InChI:InChI=1/C8H9NO5S/c1-2-15(13,14)6-3-4-8(10)7(5-6)9(11)12/h3-5,10H,2H2,1H3

Synthetic route

4-hydroxy-phenyl-ethylsulfone (859537-79-4) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
With nitric acid; acetic acid at 80℃; for 3h;	100%

1-chloro-4-(ethylsulphonyl)-2-nitrobenzene (74159-80-1) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
With sodium hydroxide at 95℃; for 3h; Temperature; Autoclave;	97%

4-(ethylsulfonyl)-1-methoxy-2-nitrobenzene (51572-44-2) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
With formic acid; hydrogen bromide at 90℃; for 30h; Temperature;	92%

4-(ethylthio)phenol (1195-46-6) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: Oxone / water; ethanol / 18 h / 20 °C 2: nitric acid; acetic acid / 3 h / 80 °C View Scheme

4-sulfanylphenol (637-89-8) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 2 h / 20 °C 2: Oxone / water; ethanol / 18 h / 20 °C 3: nitric acid; acetic acid / 3 h / 80 °C View Scheme

4-chlorophenyl ethyl sulfide (5120-72-9) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: dihydrogen peroxide; sodium tungstate (VI) dihydrate / ethyl acetate / 5 h / 30 - 55 °C / Large scale 2: nitric acid; sulfuric acid / 2 h / 0 - 20 °C / Large scale 3: sodium hydroxide / 3 h / 95 °C / Autoclave View Scheme

1-(ethylsulfonyl)-4-chlorobenzene (7205-80-3) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 2 h / 0 - 20 °C / Large scale 2: sodium hydroxide / 3 h / 95 °C / Autoclave View Scheme

4-methoxy-phenyl-sulphonyl chloride (98-68-0) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium sulfite / water; tetrahydrofuran / 20 h / -5 - 0 °C 2: methanol / 2 h / 65 °C 3: nitric acid / 70 °C 4: hydrogen bromide; formic acid / 30 h / 90 °C View Scheme
Multi-step reaction with 4 steps 1: sodium sulfite / water; tetrahydrofuran / 20 h / -5 - 0 °C 2: ethanol / 2 h / 80 °C 3: nitric acid / 70 °C 4: hydrogen bromide; formic acid / 30 h / 90 °C View Scheme

sodium 4-methoxybenzenesulfinate (6462-50-6) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol / 2 h / 65 °C 2: nitric acid / 70 °C 3: hydrogen bromide; formic acid / 30 h / 90 °C View Scheme
Multi-step reaction with 3 steps 1: ethanol / 2 h / 80 °C 2: nitric acid / 70 °C 3: hydrogen bromide; formic acid / 30 h / 90 °C View Scheme

1-(ethylsulfonyl)-4-methoxybenzene (7205-79-0) → 4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 70 °C 2: hydrogen bromide; formic acid / 30 h / 90 °C View Scheme

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 2-amino-4-(ethylsulfonyl)phenol (43115-40-8)

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In ethanol at 60 - 70℃; under 15001.5 Torr; Temperature; Solvent; Autoclave;	86%
With palladium 10% on activated carbon; hydrogen In isopropyl alcohol at 50℃; under 2280.15 Torr; for 24h;	73%

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 2-bromo-4-(ethylsulfonyl)-6-nitrophenol

Conditions	Yield
With iron(III) chloride; bromine; acetic acid In water at 20℃; for 4h;	80%

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 2-amino-6-bromo-4-(ethylsulfonyl)phenol

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine; iron(III) chloride; acetic acid / water / 4 h / 20 °C 2: hydrogen / ethanol / 2 h / Inert atmosphere View Scheme

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 8-bromo-6-(ethylsulfonyl)-2,2-dimethyl-2H-1,4-benzoxazin-3(4H)-one

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine; iron(III) chloride; acetic acid / water / 4 h / 20 °C 2: hydrogen / ethanol / 2 h / Inert atmosphere 3: potassium carbonate / acetonitrile / 3 h / 80 °C View Scheme

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 8-bromo-6-(ethylsulfonyl)-2,2,4-trimethyl-2H-1,4-benzoxazin-3(4H)-one

Conditions	Yield
Multi-step reaction with 4 steps 1.1: bromine; iron(III) chloride; acetic acid / water / 4 h / 20 °C 2.1: hydrogen / ethanol / 2 h / Inert atmosphere 3.1: potassium carbonate / acetonitrile / 3 h / 80 °C 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C 4.2: 0.5 h / 0 - 20 °C View Scheme

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 6-(ethylsulfonyl)-2,2,4-trimethyl-8-{6-methyl-1-[(4-methylphenyl)sulfonyl]-7-oxo-6-dihydro-1H-pyrrolo[2,3-c]pyrid-4-yl}-2H-1,4-benzoxazin-3(4H)-one

Conditions

Yield

Multi-step reaction with 5 steps 1.1: bromine; iron(III) chloride; acetic acid / water / 4 h / 20 °C 2.1: hydrogen / ethanol / 2 h / Inert atmosphere 3.1: potassium carbonate / acetonitrile / 3 h / 80 °C 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C 4.2: 0.5 h / 0 - 20 °C 5.1: cesium fluoride; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere View Scheme

4-(ethylsulfonyl)-2-nitro-phenol (84996-11-2) → 6-(ethylsulfonyl)-2,2,4-trimethyl-8-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-2H-1,4-benzoxazin-3(4H)-one

Conditions

Yield

Multi-step reaction with 6 steps 1.1: bromine; iron(III) chloride; acetic acid / water / 4 h / 20 °C 2.1: hydrogen / ethanol / 2 h / Inert atmosphere 3.1: potassium carbonate / acetonitrile / 3 h / 80 °C 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C 4.2: 0.5 h / 0 - 20 °C 5.1: cesium fluoride; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 6.1: sodium hydroxide; water / ethanol / 2 h / 80 °C View Scheme

Upstream product

• 51572-44-2 4-(ethylsulfonyl)-1-methoxy-2-nitrobenzene 
• 7205-79-0 1-(ethylsulfonyl)-4-methoxybenzene 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 74159-80-1 1-chloro-4-(ethylsulphonyl)-2-nitrobenzene 
• 7205-80-3 1-(ethylsulfonyl)-4-chlorobenzene 
• 5120-72-9 p-chlorophenyl ethyl sulfide 
• 859537-79-4 4-hydroxy-phenyl-ethylsulfone 
• 637-89-8 4-sulfanylphenol 
• 1195-46-6 4-(ethylthio)phenol 

Downstream Products

• 43115-40-8 2-amino-4-(ethylsulfonyl)phenol 

Relevant academic research and scientific papers

A 2 - amino - (4 - ethyl sulfonyl) phenol synthesis method (by machine translation)

The invention discloses a 2 - amino - (4 - ethyl sulfonyl) phenolic synthetic method, to 4 - methoxybenzene sulfonyl chloride as the starting material, by reduction, ethyl substituted, nitration, de-methyl, 2 - amino - (4 - ethyl sulfonyl) phenol to prepare five-step reaction to obtain the final product 2 - amino - (4 - ethyl sulfonyl) phenol. The present invention the used raw materials are cheap and easily obtained, mild and easy to control the process, the reaction apparatus and after treatment is simple, low cost, easy to industrial production. (by machine translation)

Synthetic method of 2-amino-4-(ethylsulfonyl) phenol

The invention provides a synthetic method of 2-amino-4-(ethylsulfonyl) phenol. The method comprises the following steps that firstly, 4-ethylsulfonyl-2-nitro-chlorobenzene and alkali are subjected to a reaction in a solvent to obtain 4-(ethylsulfonyl)-2-nitro-phenol; then, the 4-(ethylsulfonyl)-2-nitro-phenol obtained in the last step is reduced to obtain 2-amino-4-(ethylsulfonyl) phenol. The novel synthesis route is designed, no high temperature or high pressure is needed in the reaction process, reaction conditions are mild, and the reaction yield and product purity are high, so that the production cost of the product is lowered, the product quality is improved, the preparation technology is more reasonable, and large batch industrial production is facilitated.

1H-PYRROLO[2,3-c]PYRIDIN-7(6H)-ONES AND PYRAZOLO[3,4-c]PYRIDIN-7(6H)-ONES AS INHIBITORS OF BET PROTEINS

The present invention relates to substituted pyrrolopyridinones and substituted pyrazolopyridinones which are inhibitors of BET proteins such as BRD2, BRD3, BRD4, and BRD-t and are useful in the treatment of diseases such as cancer.

Nitroarylalkylsulfone derivatives as plant growth stimulants

The invention describes gametocidal and microbicidal compositions which contain, as active ingredient, a nitroarylalkylsulfone derivative of the formula I STR1 wherein R1 is alkyl, R2 and R3 are each hydrogen, alkyl, alkoxy, haloalkyl, halogen, cyano, nitro or amino or together they complete a naphthalene ring; R4 is hydrogen or --COR5, wherein R5 is alkyl, alkoxy, haloalkoxy, alkenyl, haloalkenyl, alkynyl, cycloalkyl, phenyl, benzyl, furyl or tetrahydrofuryl. The invention relates also to the use of these compositions and compounds for stimulating generative plant growth and for obtaining hybrid seeds, as well as to a method of preparing the hydrazinium and ammonium salts within the scope of the formula I, and to a process for preparing agrochemical compositions which contain compounds of the formula I as active ingredient.