25596-24-1Relevant articles and documents
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DeGraw,J.I.,Cory,M.
, p. 2501 - 2502 (1968)
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TCI America
(T1833) Trimethylsulfoxonium Bromide >98.0%(T)
25596-24-1
25g
790.00CNY
Version: 1.0
Creation Date: Aug 11, 2017
Revision Date: Aug 11, 2017
Product name | Trimethylsulfoxonium Bromide |
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Product number | - |
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Other names | Trimethylsulfoxoniumbromid |
Identified uses | For industry use only. |
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Uses advised against | no data available |
Emergency phone number | - |
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Service hours | Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours). |
More Details:25596-24-1 SDS
beryllium(II) chloride
trimethyloxosulfonium bromide
Conditions | Yield |
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With sodium hydride In tetrahydrofuran THF soln. of Me2SOCH2 prepd. from mixt. of Me3SO(1+)Br(1-) and NaH in dry THF, to this soln. added BeCl2, stirred for 5 d at room temp.; pptd. complex filtered, washed with pentane, dried under vac.; elem. anal.; | 88.8% |
(triphenylphosphine)gold(I) chloride
trimethyloxosulfonium bromide
bis(dimethylsulfoxonium methylide)gold(I) chloride
Conditions | Yield |
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With sodium hydride In tetrahydrofuran byproducts: hydrogen; Me2SOCH2 prepd. by refluxing mixt. of Me3SO(1+)Br(1-) and NaH in dry THF under N2 until evolution of H2 ceased, cooled, filtered under N2, to resulting soln. added Ph3PAuCl, stirred for 3 h at room temp.; pptd. complex filtered, washed with dry pentane, dried under vac.; elem. anal.; | 85.5% |
Conditions | Yield |
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With potassium tert-butylate In dimethyl sulfoxide at 60℃; for 5.33333h; | 85.1% |
Conditions | Yield |
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Stage #1: vitamin B12 With sodium tetrahydroborate; cobalt(II) chloride In water; butanone at 30 - 50℃; for 1.5 - 2.5h; Stage #2: trimethyloxosulfonium bromide at 15 - 50℃; | 85% |
Conditions | Yield |
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Stage #1: cyanocobalamin With sodium tetrahydroborate; cobalt(II) chloride In water; butanone at 30 - 50℃; for 1.66667 - 2.5h; Stage #2: trimethyloxosulfonium bromide In water; butanone at 15 - 50℃; | 85% |
trimethyloxosulfonium bromide
2-chlorobenzyl 4-fluorophenyl ketone
Conditions | Yield |
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Stage #1: trimethyloxosulfonium bromide With sodium hydroxide In dimethyl sulfoxide at 0 - 20℃; for 0.5h; Stage #2: 2-chlorobenzyl 4-fluorophenyl ketone In dimethyl sulfoxide at 40℃; for 12h; | 85% |
Conditions | Yield |
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Stage #1: trimethyloxosulfonium bromide With sodium hydride In dimethyl sulfoxide at 0 - 20℃; for 0.5h; Stage #2: C14H9BrClFO In dimethyl sulfoxide at 40℃; for 12h; | 85% |
5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone
sodium triazole
trimethyloxosulfonium bromide
metconazole
Conditions | Yield |
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With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 5h; Reagent/catalyst; Solvent; Temperature; Flow reactor; Inert atmosphere; | 85% |
sodium triazole
trimethyloxosulfonium bromide
2-(4-chlorobenzyl)-8,8-dimethyl-1-(1H-1,2,4-triazol-1-yl methyl)-7,9-dioxaspiro[4,5]decan-1-ol
Conditions | Yield |
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With sodium hydroxide In N,N-dimethyl acetamide; water at 65 - 85℃; for 9h; Reagent/catalyst; Time; Temperature; | 82% |
Stage #1: 2-(4-chlorobenzyl)-8,8-dimethyl-7,9-dioxaspiro[4,5]decan-1-one; sodium triazole; trimethyloxosulfonium bromide In N,N-dimethyl acetamide at 85℃; for 0.833333h; Stage #2: With sodium methylate In methanol; N,N-dimethyl acetamide for 0.833333h; Reagent/catalyst; | 78.2% |
ethyl (2E)-3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-propylquinolin-6-yl]acrylate
trimethyloxosulfonium bromide
ethyl 2-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-propylquinolin-6-yl]cyclopropane-1-carboxylate
Conditions | Yield |
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Stage #1: trimethyloxosulfonium bromide With sodium hydride In dimethyl sulfoxide at 20℃; for 1h; Stage #2: ethyl (2E)-3-[3-{[(tert-butoxycarbonyl)amino]methyl}-4-(4-methylphenyl)-2-propylquinolin-6-yl]acrylate In dimethyl sulfoxide at 20℃; for 1h; | 81% |
1,2,4-Triazole
trimethyloxosulfonium bromide
2-(4-chlorobenzyl)-8,8-dimethyl-1-(1H-1,2,4-triazol-1-yl methyl)-7,9-dioxaspiro[4,5]decan-1-ol
Conditions | Yield |
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Stage #1: 1,2,4-Triazole With sodium methylate In methanol; N,N-dimethyl acetamide at 85℃; for 3h; Stage #2: 2-(4-chlorobenzyl)-8,8-dimethyl-7,9-dioxaspiro[4,5]decan-1-one; trimethyloxosulfonium bromide In methanol; N,N-dimethyl acetamide at 85℃; for 1.66667h; Reagent/catalyst; Temperature; Solvent; | 78.1% |
Stage #1: 1,2,4-Triazole With sodium hydride In 1-methyl-pyrrolidin-2-one; mineral oil for 0.5h; Stage #2: 2-(4-chlorobenzyl)-8,8-dimethyl-7,9-dioxaspiro[4,5]decan-1-one; trimethyloxosulfonium bromide With sodium t-butanolate In 1-methyl-pyrrolidin-2-one; mineral oil at 90 - 125℃; for 4h; | 74.3% |
Conditions | Yield |
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With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 100℃; for 11h; Flow reactor; | 78% |
indium(III) chloride
trimethyloxosulfonium bromide
Conditions | Yield |
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With sodium hydride In tetrahydrofuran THF soln. of Me2SOCH2 prepd. from mixt. of Me3SO(1+)Br(1-) and NaH in dry THF under N2, InCl3 added to this soln., stirred for 3 d at room temp.; pptd. complex filtered, washed with pentane, dried; elem. anal.; | 72.5% |
1,2,4-Triazole
5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone
trimethyloxosulfonium bromide
metconazole
Conditions | Yield |
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Stage #1: 1,2,4-Triazole With sodium hydroxide In 1-methyl-pyrrolidin-2-one; toluene at 125℃; Stage #2: 5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone; trimethyloxosulfonium bromide In 1-methyl-pyrrolidin-2-one; toluene at 115℃; for 6h; | 72.03% |
With sodium hydroxide In ISOPROPYLAMIDE; water; toluene | |
Stage #1: 1,2,4-Triazole; trimethyloxosulfonium bromide With sodium hydride In 1-methyl-pyrrolidin-2-one for 0.5h; Stage #2: 5-[(4-chlorophenyl)methyl]-2,2-dimethylcyclopentanone In 1-methyl-pyrrolidin-2-one; tert-Amyl alcohol at 100℃; for 4h; | 4.37 g |
5-(4-chlorobenzyl)-2-methoxymethoxymethyl-2-methylcyclopentanone
sodium triazole
trimethyloxosulfonium bromide
5-(4-chlorobenzyl)-2-methoxymethoxymethyl-2-methyl-1-(1H-1,2,4-triazole-1-ylmethyl)cyclopentanol
Conditions | Yield |
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With sodium t-butanolate In 1-methyl-pyrrolidin-2-one at 115℃; for 4.25h; | 71% |
With 1-methyl-pyrrolidin-2-one; sodium t-butanolate In water at 115℃; for 4.25h; | 71% |
With sodium t-butanolate In 1-methyl-pyrrolidin-2-one at 115℃; for 4.25h; |
aluminium trichloride
trimethyloxosulfonium bromide
Conditions | Yield |
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With sodium hydride In tetrahydrofuran THF soln. of Me2SOCH2 prepd. from mixt. of Me3SO(1+)Br(1-) and NaH in dry THF under N2, AlCl3 added to this soln., stirred for 3 d at room temp.; pptd. complex filtered under N2, washed with pentane, dried under vac.; elem. anal.; | 61.5% |
Gallium trichloride
trimethyloxosulfonium bromide
Conditions | Yield |
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With sodium hydride In tetrahydrofuran THF soln. of Me2SOCH2 prepd. from mixt. of Me3SO(1+)Br(1-) and NaH in dry THF under N2, GaCl3 added to this soln., stirred for 1 d at room temp.; pptd. complex filtered, washed with pentane under N2, dried under vac.; elem. anal.; | 57.4% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl acetamide at 50℃; for 3h; | 42.3% |
trimethyloxosulfonium bromide
Conditions | Yield |
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With sodium hydride In dichloromethane for 1h; | 37.5% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl acetamide at 50℃; for 3h; | 35.3% |
1-(1-chlorocyclopropyl)-4-penten-1-one
trimethyloxosulfonium bromide
2-(3-butenyl)-2-(1-chlorocyclopropyl)oxirane
Conditions | Yield |
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Stage #1: trimethyloxosulfonium bromide With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 1.5h; Inert atmosphere; Stage #2: 1-(1-chlorocyclopropyl)-4-penten-1-one In dimethyl sulfoxide; mineral oil at 20℃; for 3h; Product distribution / selectivity; | 31% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl-formamide at 0 - 50℃; for 3h; | 29.3% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl acetamide at 20 - 50℃; for 3.5h; | 27.9% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl acetamide at 20 - 50℃; for 2.5h; | 27.2% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl-formamide at 20 - 50℃; for 2h; | 25.8% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl-formamide at 50℃; for 2h; | 25.5% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl acetamide at 20 - 50℃; for 2.5h; | 25.5% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl-formamide at 50℃; for 2.5h; | 25.1% |
sodium triazole
trimethyloxosulfonium bromide
Conditions | Yield |
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In N,N-dimethyl-formamide at -20 - 50℃; for 3h; | 24.4% |
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