865352-01-8

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure, which includes difluoroethoxy and trifluoromethyl groups, may contribute to the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride is also used as a research tool in the field of organic chemistry, where its properties, such as melting point, boiling point, density, molecular weight, and solubility, can be studied and analyzed. Understanding these properties may provide insights into the compound's potential applications and interactions with other chemical entities.
Used in Material Science:
2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride may have applications in material science, where its structural attributes could be leveraged to develop new materials with specific properties. The presence of fluorine atoms, in particular, may impart unique characteristics to materials, such as increased stability or reactivity.
Used in Industrial Processes:
2-(2,2-difluoroethoxy)-6-(trifluoroMethyl)benzene-1-sulfonyl chloride may also be utilized in various industrial processes, where its chemical properties could be harnessed for specific applications. For example, it could be used as a catalyst or a reagent in the production of other chemicals or materials, contributing to the efficiency and effectiveness of these processes.

Synthetic route

1-(2,2-difluoroethoxy)-2-(propylsulphanyl)-3-(trifluoromethyl)benzene (924647-38-1) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
With chlorine; acetic acid In water at 45 - 55℃;	100%
With chlorine; acetic acid In water at 45 - 55℃; for 2h;	98%
With chlorine In formic acid at 35 - 40℃; Solvent; Temperature;	95.3%

2-(2,2-difluoroethoxy)- 6-trifluoromethylanisole → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
With chlorine; acetic acid In water at 45 - 55℃; for 2h;	94%

C18H12F10O2S2 → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
With potassium permanganate; sulfuryl dichloride In acetonitrile at 90℃; for 1h; Concentration; Reagent/catalyst; Solvent; Temperature;	90%

1-(2,2-difluoroethoxy)-3-(trifluoromethyl)benzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Stage #1: 1-(2,2-difluoroethoxy)-3-(trifluoromethyl)benzene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -78℃; for 2h; Stage #2: With sulfuryl dichloride In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst;	82%

C11H11F5OS → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
With hydrogenchloride; chlorine In water; 1,2-dichloro-ethane at 50 - 55℃; for 6h;	80.5%

C16H13F5OS → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
With hydrogenchloride; chlorine In dichloromethane; water at 30 - 40℃; for 6h;	79.3%

1-(2,2-difluoroethoxy)-2-(propylsulphanyl)-3-(trifluoromethyl)benzene (924647-38-1) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) + propyl 2-(2,2-Difluoroethyl)-4-trifluoromethylbenzenesulfone

Conditions	Yield
With chlorine In water at 50℃; Solvent; Temperature;	A 78% B 12%

2-fluoro-6-trifluoromethyl-n-propylsulfanylbenzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium / 1,4-dioxane / Reflux 1.2: 2 h / Reflux 2.1: chlorine; acetic acid / water View Scheme

3-fluoro-trifluoromethylbenzene (401-80-9) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - -70 °C / Inert atmosphere 1.2: 1 h / -70 °C / Inert atmosphere 2.1: sodium / 1,4-dioxane / Reflux 2.2: 2 h / Reflux 3.1: chlorine; acetic acid / water View Scheme

2-chloro-1-nitro-3-(trifluoromethyl)benzene (39974-35-1) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C 2: tetrabutyl ammonium fluoride / dimethyl sulfoxide / 3 h / 85 °C 3: sodium hydride / N,N-dimethyl-formamide 4: sodium hydrogensulfite; formic acid / 1.5 h / 23 - 37 °C View Scheme

1-nitro-2-propylthio-3-trifluoromethylbenzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrabutyl ammonium fluoride / dimethyl sulfoxide / 3 h / 85 °C 2: sodium hydride / N,N-dimethyl-formamide 3: sodium hydrogensulfite; formic acid / 1.5 h / 23 - 37 °C View Scheme

2-(3-(trifluoromethyl)phenoxy)tetrahydro-2H-pyran (896732-43-7) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: N,N,N,N,-tetramethylethylenediamine; N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -70 - 20 °C / Inert atmosphere; Large scale 1.2: 18 h / -70 - 20 °C / Large scale 2.1: hydrogenchloride / water; ethanol / 12 h / 20 °C 3.1: potassium carbonate / acetone / Reflux 4.1: acetic acid; chlorine / 2 h View Scheme
Multi-step reaction with 5 steps 1.1: isopropylamine; n-butyllithium / hexane; cyclohexane / 2 h / -78 °C / Inert atmosphere 1.2: 2 h / 25 °C 2.1: hydrogenchloride / isopropyl alcohol; water / 6 h / 82 °C 3.1: sodium iodide / isopropyl alcohol; water / 2 h / 150 °C 4.1: sodium carbonate / toluene / 3 h / 110 °C 5.1: sulfuryl dichloride; potassium permanganate / acetonitrile / 1 h / 90 °C View Scheme

2-(2-(propylthio)-3-(trifluoromethyl)phenoxy)tetrahydropyran → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / water; ethanol / 12 h / 20 °C 2: potassium carbonate / acetone / Reflux 3: acetic acid; chlorine / 2 h View Scheme

3-Trifluoromethylphenol (98-17-9) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 5 steps 1.1: hydrogenchloride / 1,4-dioxane / 20 °C 2.1: N,N,N,N,-tetramethylethylenediamine; N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -70 - 20 °C / Inert atmosphere; Large scale 2.2: 18 h / -70 - 20 °C / Large scale 3.1: hydrogenchloride / water; ethanol / 12 h / 20 °C 4.1: potassium carbonate / acetone / Reflux 5.1: acetic acid; chlorine / 2 h View Scheme
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 25 °C 2.1: isopropylamine; n-butyllithium / hexane; cyclohexane / 2 h / -78 °C / Inert atmosphere 2.2: 2 h / 25 °C 3.1: hydrogenchloride / isopropyl alcohol; water / 6 h / 82 °C 4.1: sodium iodide / isopropyl alcohol; water / 2 h / 150 °C 5.1: sodium carbonate / toluene / 3 h / 110 °C 6.1: sulfuryl dichloride; potassium permanganate / acetonitrile / 1 h / 90 °C View Scheme

2-hydroxy-6-trifluoromethylphenyl propylsulfide → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / Reflux 2: acetic acid; chlorine / 2 h View Scheme

C12H12F3O2S(1-)*Li(1+) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / isopropyl alcohol; water / 6 h / 82 °C 2: sodium iodide / isopropyl alcohol; water / 2 h / 150 °C 3: sodium carbonate / toluene / 3 h / 110 °C 4: sulfuryl dichloride; potassium permanganate / acetonitrile / 1 h / 90 °C View Scheme

C7H5F3OS → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium iodide / isopropyl alcohol; water / 2 h / 150 °C 2: sodium carbonate / toluene / 3 h / 110 °C 3: sulfuryl dichloride; potassium permanganate / acetonitrile / 1 h / 90 °C View Scheme

1,2-dichloro-3-(trifluoromethyl)benzene (54773-19-2) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium fluoride; tetraphenylphosphonium bromide / sulfolane / 20 h / 250 - 300 °C / Autoclave 2: potassium carbonate / N,N-dimethyl-formamide / 6 h / -5 - 50 °C 3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 24 h / 20 °C / Inert atmosphere 4: hydrogenchloride; chlorine / water; 1,2-dichloro-ethane / 6 h / 50 - 55 °C View Scheme

1,2-difluoro-3-(trifluoromethyl)benzene (64248-59-5) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 6 h / -5 - 50 °C 2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 24 h / 20 °C / Inert atmosphere 3: hydrogenchloride; chlorine / water; 1,2-dichloro-ethane / 6 h / 50 - 55 °C View Scheme

2-fluoro-6-trifluoromethyl-ethylsulfanylbenzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 24 h / 20 °C / Inert atmosphere 2: hydrogenchloride; chlorine / water; 1,2-dichloro-ethane / 6 h / 50 - 55 °C View Scheme

C14H10F4S → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere 2: hydrogenchloride; chlorine / dichloromethane; water / 6 h / 30 - 40 °C View Scheme

3-bromo-1-trifluoromethylbenzene (401-78-5) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: lithium hexamethyldisilazane / diethyl ether / 0.75 h / -78 °C 1.2: 2 h 2.1: sodium t-butanolate; copper(I) bromide / 48 h / 80 °C 3.1: formic acid; N-chloro-succinimide / water; acetonitrile / 10 °C View Scheme
Multi-step reaction with 3 steps 1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 0.92 h / -78 °C 1.2: 2 h / -78 - 20 °C 2.1: sodium 2.2: 48 h / 100 °C 3.1: N-chloro-succinimide; hydrogenchloride / acetonitrile; water / 20 °C View Scheme

1-bromo-2-(methylsulphanyl)-3-(trifluoromethyl)benzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 1.2: 12 h 2.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

2-bromo-5-nitro-benzotrifluoride (367-67-9) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 6 steps 1.1: chlorine; sulfuric acid / 60 °C 2.1: ammonium chloride; zinc / water; ethanol / 3 h / Reflux 3.1: sodium nitrite; sulfuric acid / tetrahydrofuran; water / 1 h / -5 °C 3.2: 8 h 4.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -25 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 2 h / 0 - 25 °C 5.2: 12 h 6.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme
Multi-step reaction with 6 steps 1.1: N-Bromosuccinimide; sulfuric acid / 70 - 80 °C 2.1: hydrogenchloride; zinc / 5 h / 45 °C 3.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 4.1: isopropylmagnesium bromide / tetrahydrofuran / 2 h / -40 °C / Inert atmosphere 4.2: Inert atmosphere 5.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 5.2: 12 h 6.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme
Multi-step reaction with 6 steps 1.1: N-Bromosuccinimide; sulfuric acid / 70 - 80 °C 2.1: hydrogenchloride; zinc / 5 h / 45 °C 3.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 4.1: magnesium; ethylene dibromide / tetrahydrofuran / 20 - 40 °C 4.2: 5 - 20 °C 5.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 5.2: 12 h 6.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

2-bromo-3-trifluoromethyl-5-nitrochlorobenzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions

Yield

Multi-step reaction with 5 steps 1.1: ammonium chloride; zinc / water; ethanol / 3 h / Reflux 2.1: sodium nitrite; sulfuric acid / tetrahydrofuran; water / 1 h / -5 °C 2.2: 8 h 3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -25 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 2 h / 0 - 25 °C 4.2: 12 h 5.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

4-bromo-3-chloro-5-(trifluoromethyl)aniline (914225-58-4) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium nitrite; sulfuric acid / tetrahydrofuran; water / 1 h / -5 °C 1.2: 8 h 2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -25 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 2 h / 0 - 25 °C 3.2: 12 h 4.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

2-bromo-1-chloro-3-(trifluoromethyl)benzene (384-16-7) → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -25 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 2 h / 0 - 25 °C 2.2: 12 h 3.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

1-chloro-2-(methylsulphanyl)-3-(trifluoromethyl)benzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 2 h / 0 - 25 °C 1.2: 12 h 2.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

2-bromo-3-trifluoromethyl-5-nitrobromobenzene → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 5 steps 1.1: hydrogenchloride; zinc / 5 h / 45 °C 2.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 3.1: isopropylmagnesium bromide / tetrahydrofuran / 2 h / -40 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 4.2: 12 h 5.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme
Multi-step reaction with 5 steps 1.1: hydrogenchloride; zinc / 5 h / 45 °C 2.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 3.1: magnesium; ethylene dibromide / tetrahydrofuran / 20 - 40 °C 3.2: 5 - 20 °C 4.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 4.2: 12 h 5.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

3,4-dibromo-5-trifluoromethylaniline → 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 2.1: isopropylmagnesium bromide / tetrahydrofuran / 2 h / -40 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 3.2: 12 h 4.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme
Multi-step reaction with 4 steps 1.1: tert.-butylnitrite / N,N-dimethyl-formamide / 2 h / Heating 2.1: magnesium; ethylene dibromide / tetrahydrofuran / 20 - 40 °C 2.2: 5 - 20 °C 3.1: sodium amide / N,N-dimethyl-formamide / 2 h / 0 - 25 °C 3.2: 12 h 4.1: acetic acid; chlorine / water / 2 h / 45 - 55 °C View Scheme

2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) + 2-fluoro-N-methylaniline (1978-38-7) → 2-(2,2-difluoroethoxy)-N-(2-fluorophenyl)-N-methyl-6-(trifluoromethyl)benzenesulfonamide

Conditions	Yield
With 3,5-Lutidine In dimethyl sulfoxide; toluene at 60 - 65℃; for 4.5h;	94.36%

2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine (219715-62-5) + 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) → penoxsulam

Conditions	Yield
With 3,5-Lutidine; dimethyl sulfoxide In 3,5-Lutidine at 20℃; for 8.5h; Product distribution / selectivity;	91%
With 3,5-Lutidine; dimethyl sulfoxide In acetonitrile at 20℃; for 24h; Product distribution / selectivity;	89%
With 3-Methylpyridine; N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-S,S-dimethylsulfilimine hydrochloride In acetonitrile at 8 - 48℃; for 20 - 48h; Product distribution / selectivity;	86%

5,7-dimethoxy-[1,2,4]-triazolo-[1,5-a]-pyrimidin-2-amine (13223-43-3) + 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) → 2-(2,2-difluoroethoxy)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)-6-(trifluoromethyl)benzenesulfonamide

Conditions	Yield
With 3,5-Lutidine; dimethyl sulfoxide In acetonitrile at 35℃; for 1h;	84.9%

2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) + 2-amino-5,7-dimethyl<1,2,4>triazolo<1,5-a>pyrimidine (7135-02-6) → 2-(2,2-difluoroethoxy)-N-(5,7-dimethyl[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)-6-(trifluoromethyl)benzenesulfonamide

Conditions	Yield
With 3,5-Lutidine; dimethyl sulfoxide In acetonitrile at 35℃; for 1h;	83.3%

2-amino-5,8-dimethoxy[1,2,4]triazolo-[1,5-c]pyrimidine (219715-62-5) + 2-(2',2'-difluoroethoxy)-6-trifluoromethylbenzene-1-sulfonyl chloride (865352-01-8) → 3-(2,2-difluoroethoxy)-N-(5,8-dimethoxy [1,2,4] triazolo[1,5-c]pyrimidin-2-yl)-cL,cL,cL-trifluorotoluene-2-sulfonamide

Conditions	Yield
With pyridine; dimethyl sulfoxide In acetonitrile Molecular sieve;	54%

Upstream product

• 924647-38-1 1-(2,2-difluoroethoxy)-2-(propylsulphanyl)-3-(trifluoromethyl)benzene 
• 39974-35-1 2-chloro-1-nitro-3-(trifluoromethyl)benzene 
• 54773-19-2 1,2-dichloro-3-(trifluoromethyl)benzene 
• 64248-59-5 1,2-difluoro-3-(trifluoromethyl)benzene 
• 493038-92-9 1,2-dibromo-3-trifluoromethylbenzene 
• 384-16-7 2-bromo-1-chloro-3-(trifluoromethyl)benzene 
• 914225-58-4 4-bromo-3-chloro-5-(trifluoromethyl)aniline 
• 914225-53-9 2-bromo-3-trifluoromethyl-5-nitro-chlorobenzene 
• 367-67-9 2-bromo-5-nitro-benzotrifluoride 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 

Downstream Products

• 219714-96-2 penoxsulam 

Relevant academic research and scientific papers

Convenient Synthesis of 2-(2,2-Difluoroethoxy)-6-(trifluoromethyl)-benzenesulfonyl Chloride, A Key Building Block of Penoxsulam

A convenient and efficient three-step synthesis of 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride, the key building block of penoxsulam, is described. The main features of the synthesis include a regioselective lithiation and subsequent electrophilic substitution starting from commercially available 3-bromobenzotrifluoride to provide (2-bromo-6-(trifluoromethyl)phenyl)(propyl)sulfane, then a copper-catalyzed C-O coupling to introduce the difluoroethoxy moiety and chloroxidation conditions to give the desired sulfonyl chloride.

Improved process for chloroxidation of aryl sulfides to aryl sulfonyl chlorides in commercial grade formic acid

This paper discusses the process advantages of using commercial grade formic acid as the solvent for chlorine gas oxidation of aryl sulfides to sulfonyl chlorides. Compared to chloroxidation in methylene chloride, the chloroxidation in formic acid gave a consistently higher yield and easy product isolation for a sulfonyl chloride intermediate which was used in the production of the sulfonamide herbicide, penoxsulam.

Synthesis method of 2-(2, 2-difluoroethyoxyl)-6-trifluoromethyl benzenesulfonyl chloride

The invention discloses a synthesis method of 2-(2, 2-difluoroethyoxyl)-6-trifluoromethyl benzenesulfonyl chloride. The preparation method comprises the following steps: dissolving 2-trifluoromethyl-4-nitro-bromobenzene in sulfuric acid, adding a halogenating reagent, and reacting at 50-100 DEG C for 1-8 hours; dissolving the obtained 2-bromo-3-trifluoromethyl-5-nitro-benzene halide in a solvent, and performing reduction in a reduction system; carrying out diazotization on the obtained 3-halo-4-bromo-5-trifluoromethyl-aniline, and then carrying out decomposition on the obtained 3-halo-4-bromo-5-trifluoromethyl-aniline; carrying out Grignard reaction on the obtained 2-bromo-3-trifluoromethyl-benzene halide, and then reacting with dialkyl disulfide; carrying out etherification reaction on the obtained 2-alkylthio-3-trifluorotoluene-benzene halide and 2, 2-difluoroethanol in an organic solvent under the action of an alkali; and reacting the obtained 2-(2, 2-difluoroethoxy)-6-trifluoromethyl-phenylalkyl sulfide with chlorine gas at 10-60 DEG C for 1-5 hours. The method is short in route, mild in condition, high in yield and suitable for industrial production.

Synthesis method for 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride

The invention relates to the technical field of organic synthesis and discloses a synthesis method for 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride. The synthesis method is usedfor solving the problems of the existing synthesis of the 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride that the route is relatively long and the total yield is relatively low. The synthesis method comprises the steps of subjecting a compound represented by a formula I to a reaction with a non-nucleophilic lithium reagent and dipropyl disulfide in a non-aprotic reagent so as to obtain a compound represented by a formula II, then, subjecting the compound represented by the formula II to a reaction with difluoroethanol in the presence of a strong base reagent, a copper catalyst and a cocatalyst so as to obtain a compound represented by a formula III, and then, subjecting the compound represented by the formula III to chlorosulfonation with N-chlorosuccinimide NCS, formicacid or acetic acid, water and an organic solvent, thereby obtaining the 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzenesulfonyl chloride. According to the synthesis method disclosed by the invention, the cost is low, reaction steps are few, the operation is convenient, and the yield of a target product can be stabilized to 83% or more.

Preparation method of 2-(2,2-difluoroethyoxyl)-6-trifluoromethyl benzenesulfonyl chloride

The invention relates to the technical field of synthesis of pesticides and particularly relates to a preparation method of 2-(2,2-difluoroethyoxyl)-6-trifluoromethyl benzenesulfonyl chloride. The preparation method comprises the following steps: reacting m-trifluoromethylphenol with 3,4-dihydropyran to obtain a compound expressed as a formula (I), reacting the compound expressed as the formula (I) with n-butyl lithium and sulphur to obtain a compound expressed as a formula (II), reacting the compound expressed as the formula (II) under the action of an inorganic acid catalyst to obtain a compound expressed as a formula (III), reacting an alcoholic solution of elementary iodine or an alcoholic solution of iodide with the compound expressed as the formula (III) to obtain a compound expressed as a formula (IV), then reacting the compound expressed as the formula (IV) with carbonate and p-toluenesulfonate difluoroethanol sulfonate to obtain a compound expressed as a formula (V), and reacting the compound expressed as the formula (V) with a chlorination reagent and an oxidation reagent to obtain a final product. Through the preparation method, the generation of foul odor in the conventional synthesis process is avoided; chlorine gas with high risk is not used as the chlorination reagent; the safety in production is greatly improved.

2 - phenoxy four hydrogens fu ([...]) five fluorine sulphur grass amine[...] derivatives and their application in the synthesis of

The invention discloses 2-phenoxyl tetrahydrofuran (tetrahydropyrane) derivatives and the application thereof in synthesis of penoxsulam, and belongs to the field of pesticide synthesis. A new intermediate of a penoxsulam pesticide is synthesized by the derivatives of the design of the invention. A high-toxicity raw material is not required to be used in the preparation of the intermediate; a product is convenient to purify and high in yield; a synthesizing process is environment-friendly; the synthesis cost is low. The penoxsulam pesticide can be prepared conveniently by utilizing the intermediate; the intermediate has a good application prospect. The series of derivatives are easy and convenient to synthesize; compared with the reported penoxsulam intermediate, a low-boiling-point raw material with high toxicity, namely, chloromethyl methyl ether, is not required to be used in the synthesizing process; the safety of the synthesizing process is improved; the derivatives are favorable to industrialized production and application.

Method for preparation of 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride

The invention belongs to the field of organic synthesis, and discloses a new route and new method for preparation of an agricultural herbicide penoxsulam intermediate, and in particular, relates to a method for preparation of 2-(2,2-difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride. The method comprises the steps: in the presence of a solvent, with potassium carbonate as an acid binding agent, under the action of a thiolation reagent n-propylmercapatan, and at the temperature of 15-80 DEG C, carrying out a reaction of 2-chloro-1-nitro-3-(trifluoromethyl)-benzoic acid with the reaction time of 1-8 hours; in the presence of the solvent, carrying out a reaction of the obtained substance with tetrabutylammonium fluoride for 1-6 hours at the temperature of 75-120 DEG C; in the presence of the solvent, carrying out a reaction of the obtained 1-fluoro-2-propylthio-3-trifluoromethyl benzene with 2,2-difluoroethanol and sodium hydride for 1-15 hours at the temperature of 15-70 DEG C; and carrying out a reaction of the obtained 1-(2,2-difluoroethoxy)-2-propylthio-3-trifluoromethyl benzene with chlorine gas for 1-6 hours at the temperature of 15-60 DEG C. The method has the advantages of simple process, mild reaction, and relatively high product content and yield.

Synthesis, crystal structure and herbicidal activity of a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds

With the aim of obtaining efficient, safe and environmentally friendly green herbicide, a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds (8a-8f) were synthesized by reacting 2-amino-5,7-(bis-substituted)- 1,2,4-triazolo[1,5-a]pyrimidine (4a and 4b) with 2-substituted-6-trifluoromethyl-benzenesulfonyl chloride (7a-7c). And their structures were characterized by H-NMR, C-NMR, HRMS, FTIR, single-crystal X-ray diffraction, elemental analysis. Moreover, their herbicidal activities against six species of weeds were evaluated. Three target compounds such as 8a, 8c and 8e, exhibited significant postemergence herbicidal activity against some common dicotyledons and monocotyledons under different concentrations. The structure and activity relationship is discussed based on the herbicidal performances of the compounds with different substituents. The investigation results indicated that the above structures could serve as lead compounds for the development of new herbicides.

A 6 - substituted -2 - trifluoromethylbenzene sulfonyl chloride method for the preparation of

The invention relates to a preparation method of 6-substituted-2-trifluoromethylbenzenesulfonyl chloride as a key intermediate of sulfonamide or sulfonylurea herbicides. The method comprises the following steps: 6-fluoro-2-trifluoromethylbenzenethioether is formed through fluorine displacement and sulfenyl group substitution of a raw material 2,3-dichlorobenzotrifluoride, chlorine oxidative chloridization or substitution of 6-fluoro-2-trifluoromethylbenzenethioether is carried out, and then chlorine oxidative chloridization of the finally obtained material is carried out to obtain the above product. The method has the advantages of easily available raw materials, simple process, high yield and low cost.

Preparation method of 2-(2',2'-difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride

The invention discloses a preparation method of 2-(2',2'-difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride. The preparation method comprises following steps: (1) a sulfonyl chloride or a sulfonic anhydride is added into an organic solvent containing 2,2-difluoroethanol and an alkali, and a compound I is obtained via complete reaction, wherein the sulfonyl chloride is selected from alkyl sulfonyl chloride or benzene sulfonyl chloride, and the sulfonic anhydride is selected from alkyl sulfonic anhydride or benzene sulfonic anhydride; (2) m-trifluoromethylphenol, the compound I, and an alkali are added into an organic solvent, an obtained mixture is heated and stirred, and a compound II is obtained via complete reaction; and (3) an accelerant and the compound II are added into an organic solvent, a strong alkali is added, the sulfonyl chloride is added into an obtained reaction solution, and 2-(2',2'-difluoroethoxy)-6-(trifluoromethyl)benzene-1-sulfonyl chloride is obtained via complete reaction and purifying. The preparation method is simple, is high in efficiency, is safe and reliable, and is capable of increasing synthesis efficiency of penoxsulam greatly; and operation is simple and convenient.