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Cas:33733-73-2
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inquiryProduct Name: 3-Bromothioanisole Synonyms: 3-BROMOPHENYL METHYL SULFIDE;3-BROMOTHIOANISOLE;1-BROMO-3-(METHYLTHIO)BENZENE;M-BROMO(METHYLTHIO)BENZENE;M-BROMOTHIOANISOLE;3-Bromophenyl methyl sulphide, 1-Bromo-3-(methylsulphanyl)benzene, 1-Bromo-3-
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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Conditions | Yield |
---|---|
With potassium carbonate In acetone for 4h; Heating; | 100% |
Stage #1: 3-Bromothiophenol With sodium methylate In methanol at 20℃; for 0.5h; Stage #2: methyl iodide In methanol at 20℃; Further stages.; | 86.1% |
With sodium hydroxide |
Conditions | Yield |
---|---|
With potassium tert-butylate In acetonitrile at 50℃; for 6h; Sealed tube; | 80% |
di-tert-butyl peroxide
1-bromo-3-[(3-bromophenyl)disulfanyl]benzene
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
In acetonitrile at 120℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry; | 67% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; copper(II) acetate monohydrate; potassium hydroxide In water at 100℃; for 12h; Sealed tube; | 60% |
With n-butyllithium 1.) THF, -78 deg C, 2 h, 2.) THF, from -75 deg C to RT; Yield given. Multistep reaction; |
Dimethyldisulphide
(3-bromophenyl)boronic acid
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In acetonitrile at 120℃; for 12h; Sealed tube; | 60% |
Conditions | Yield |
---|---|
With potassium tert-butylate In acetonitrile at 50℃; for 6h; Sealed tube; | 42% |
3-Bromothiophenol
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With potassium hydroxide; dimethyl sulfate |
3-methylmercaptoaniline
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With sulfuric acid Diazotization.Erwaermen der Diazoniumsalz-Loesung mit CuBr und KBr auf 60-70grad; |
6,6-dibromobicylo[3.1.0]hexane
A
2-bromocyclohex-2-en-1-ol
B
3-bromo-1-(methylthio)benzene
C
2-bromo-1-(methylsulfanyl)benzene
D
1,6-dibromocyclohex-1-ene
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 125℃; for 0.5h; Mechanism; var. of conditions; |
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 50 - 64℃; for 4h; Inert atmosphere; Large scale; |
3-bromo-1-(methylthio)benzene
1-bromo-3-methanesulfinyl-benzene
Conditions | Yield |
---|---|
With 1,3-dimethylalloxan; dihydrogen peroxide; magnesium sulfate In dichloromethane at 25℃; for 0.5h; | 99% |
With 1,6,8-trihydroxy-3-methyl-9,10-anthraquinone In methanol at 20℃; for 6h; Irradiation; | 98% |
With dihydrogen peroxide; phenol for 0.00833333h; | 96% |
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With 1-Butylimidazole; iron(II) chloride hydrate In ethyl acetate at 80℃; for 0.25h; Sealed tube; | 99% |
3-bromo-1-(methylthio)benzene
3-phenyl-5H-1,4,2-dioxazol-5-one
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With C61H40F4N2O3Ru In tetrahydrofuran at 25℃; for 0.5h; Molecular sieve; Schlenk technique; Inert atmosphere; Stage #2: 3-phenyl-5H-1,4,2-dioxazol-5-one In tetrahydrofuran at 25℃; for 18h; Molecular sieve; Schlenk technique; Inert atmosphere; enantioselective reaction; | 99% |
3-bromo-1-(methylthio)benzene
3-methylthiophenylboronic acid
3,3'-di(methylthio)biphenyl
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate at 80℃; Suzuki-Miyaura Coupling; | 98% |
3-bromo-1-(methylthio)benzene
1-bromo-3-methanesulphonylbenzene
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; Stage #2: With sodium thiosulfate In dichloromethane; water | 97% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; | 97% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 96% |
3-bromo-1-(methylthio)benzene
4-methoxyphenylboronic acid
4-methoxy-3'-(methylthio)-1,1'-biphenyl
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In tetrahydrofuran; water for 10h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux; | 97% |
benzenesulfonamide
3-bromo-1-(methylthio)benzene
N-(3-(methylthio)phenyl)benzenesulfonamide
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine In acetonitrile at 55℃; for 48h; Temperature; Inert atmosphere; Irradiation; Glovebox; | 97% |
3-bromo-1-(methylthio)benzene
phenylacetylene
Conditions | Yield |
---|---|
With di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine; potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] In water at 45℃; for 5h; Sonogashira Cross-Coupling; Inert atmosphere; | 96% |
With potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C64H118O20 In water at 45℃; for 6h; Sonogashira Cross-Coupling; Inert atmosphere; | 91% |
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 90℃; Sonogashira coupling; | 65% |
3-bromo-1-(methylthio)benzene
copper(I) cyanide
3-cyanophenyl methyl sulfide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 150℃; Product distribution; Rate constant; other solvent; | 95% |
In N,N-dimethyl-formamide at 150℃; |
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; cesium fluoride; L-proline; sodium hydroxide In dimethyl sulfoxide at 95℃; for 24h; | 94% |
chloro-trimethyl-silane
3-bromo-1-(methylthio)benzene
trimethyl(3-(methylthio)phenyl)silane
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 25℃; | 93% |
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide |
N,N-diethyl-2,2,2-trifluoroacetamide
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; cyclohexane at -78℃; for 1h; | 93% |
3-bromo-1-(methylthio)benzene
bromoacetic acid methyl ester
Conditions | Yield |
---|---|
In 2,2,2-trifluoroethanol at 100℃; for 24h; | 93% |
3-bromo-1-(methylthio)benzene
potassium cyanide
3-cyanophenyl methyl sulfide
Conditions | Yield |
---|---|
With 18-crown-6 ether; tetrakis(triphenylphosphine) palladium(0) In benzene at 80℃; for 50h; Product distribution; Rate constant; | 92% |
3-bromo-1-(methylthio)benzene
(R)-1-bromo-3-(methylsulfinyl)benzene
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With manganese(II) triflate; N1,N2-bis(2-((R)-4-isopropyl-4,5-dihydrooxazol-2-yl)phenyl)benzene-1,2-diamine In acetonitrile at 20℃; for 6h; Inert atmosphere; Green chemistry; Stage #2: With 1-Adamantanecarboxylic acid; dihydrogen peroxide In isopropyl alcohol; acetonitrile at -20℃; for 2h; Inert atmosphere; Green chemistry; enantioselective reaction; | 92% |
With manganese(II) triflate; 1-Adamantanecarboxylic acid; C30H34N4O2; dihydrogen peroxide In water; isopropyl alcohol; acetonitrile at 20℃; for 0.0166667h; Flow reactor; enantioselective reaction; | 90% |
With manganese(II) triflate; C30H34N4O2; dihydrogen peroxide; acetic acid In dichloromethane; water at 0℃; for 1h; Inert atmosphere; enantioselective reaction; | 80% |
With titanium(IV) isopropylate; Diethyl tartrate; Cumene hydroperoxide In dichloromethane; water at -20℃; for 3h; Oxidation; | 67% |
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With iron(III) trifluoromethanesulfonate; C59H88N4O4 In tetrahydrofuran at 35℃; for 0.5h; Inert atmosphere; Stage #2: With dihydrogen peroxide In tetrahydrofuran; water at 25℃; for 4h; Inert atmosphere; enantioselective reaction; | 92% |
With Cumene hydroperoxide; titanium BINOL derivative In tetrachloromethane at 25℃; for 72h; | 36.5% |
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With sodium t-butanolate; bis(tri-t-butylphosphine)palladium(0) In 1,4-dioxane at 100℃; for 4h; | 91% |
3-bromo-1-(methylthio)benzene
aniline
N-(3-methylthiophenyl)phenylamine
Conditions | Yield |
---|---|
With nickel(II) bromide trihydrate; N,N-dimethyl-cyclohexanamine; Eosin Y In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere; | 89.6% |
3-bromo-1-(methylthio)benzene
(S)-1-phenyl-2,2,2-trichloroethyl-N-mesyloxycarbamate
Conditions | Yield |
---|---|
With dmap; tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); 1,1’-methylenebis(4-dimethylaminopyridinium) dichloride; potassium carbonate In Isopropyl acetate; water at 23℃; for 4h; stereoselective reaction; | 89% |
With dmap; tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh); 1,1’-methylenebis(4-dimethylaminopyridinium) dichloride; potassium carbonate In Isopropyl acetate; water at 25℃; for 4h; diastereoselective reaction; | 89% |
Conditions | Yield |
---|---|
With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; sodium 2,2,2-trifluoroacetate In methanol; dichloromethane at 30℃; Irradiation; | 89% |
3-bromo-1-(methylthio)benzene
3-methylsulfanylphenol
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In 1,4-dioxane; water at 100℃; for 20h; Inert atmosphere; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃; Inert atmosphere; | 88% |
[bis(acetoxy)iodo]benzene
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With (triphenylphosphine)gold(I) chloride In 1,2-dichloro-ethane at 130℃; Schlenk technique; | 88% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; potassium tert-butylate In methanol at 20℃; for 1h; | 87% |
With N-Bromosuccinimide; potassium tert-butylate In methanol at 20℃; for 1h; | 87% |
3-bromo-1-(methylthio)benzene
methyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 60℃; for 12h; | 87% |
2,2-dimethylmalononitrile
3-bromo-1-(methylthio)benzene
3-cyanophenyl methyl sulfide
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With magnesium; lithium chloride In tetrahydrofuran at 23℃; Stage #2: 2,2-dimethylmalononitrile In tetrahydrofuran at 0 - 23℃; for 0.5h; | 84% |
Stage #1: 3-bromo-1-(methylthio)benzene With magnesium; lithium chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: 2,2-dimethylmalononitrile In tetrahydrofuran at 0 - 25℃; Inert atmosphere; | 65% |
3-methyl-2,5-dihydrothiophen-1,1-dioxide
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
Stage #1: 3-methyl-2,5-dihydrothiophen-1,1-dioxide With o-phenylenebis(diphenylphosphine); potassium methanolate; palladium diacetate; potassium carbonate In tetrahydrofuran at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere; Stage #2: 3-bromo-1-(methylthio)benzene In tetrahydrofuran at 20 - 110℃; for 37.3333h; Sealed tube; diastereoselective reaction; | 84% |
3-bromo-1-(methylthio)benzene
tert-butyl 2-oxopyrrolidine-1-carboxylate
[4-(3-methylsulfanyl-phenyl)-4-oxo-butyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 3-bromo-1-(methylthio)benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 1.66667h; Stage #2: tert-butyl 2-oxopyrrolidine-1-carboxylate In tetrahydrofuran; hexanes at -78℃; for 2h; | 83% |
3-bromo-1-(methylthio)benzene
Conditions | Yield |
---|---|
With (triphenylphosphine)gold(I) chloride In 1,2-dichloro-ethane at 130℃; Schlenk technique; | 83% |
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