Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran | 100% |
With triisopropoxyborohydride In tetrahydrofuran at 0℃; for 0.25h; | 92% |
With triphenylphosphine; 2-hydroxyethanethiol In tetrahydrofuran; water at 50℃; for 21h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.5h; Reduction; | A 10% B 90% |
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction; | A 80% B 20% |
Conditions | Yield |
---|---|
With sodium sulfide In N,N-dimethyl-formamide for 62h; Ambient temperature; | 87% |
With thiourea In ethanol Heating; | 60% |
With ethanol; sodium disulfide |
4-o-nitrophenylthio-1,2-naphthoquinone
A
2-Hydroxy-1,4-naphthoquinone
B
2-nitrothiophenol
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water for 0.0333333h; | A 80% B n/a |
Conditions | Yield |
---|---|
In hydrogenchloride | 61% |
Conditions | Yield |
---|---|
With sodium sulfide In N,N-dimethyl-formamide for 62h; Ambient temperature; | A 60% B 25% |
With sodium sulfide In dimethyl sulfoxide at 50℃; for 0.5h; Product distribution; further reagents, further solvent, further substituted o-chloronitrobenzenes, further times and temp.; | A 10% B 50% |
bis(2-nitrophenyl)disulfide
ethanol
glucose
2-nitrothiophenol
methanol
bis(phenylsulfonyl)methane
sodium methylate
A
2-nitrothiophenol
B
Bis(phenylsulfonyl)(phenylthio)methane
Conditions | Yield |
---|---|
anschliessendes Behandeln mit <2-Nitro-phenyl>-phenyl-disulfid; |
ethanol
(2-nitro-phenyl)-phenyl disulfide
potassium thiophenolate
A
bis(2-nitrophenyl)disulfide
B
2-nitrothiophenol
C
diphenyldisulfane
2-nitrobenzenesulfenyl bromide
2-nitrothiophenol
Conditions | Yield |
---|---|
With phosphorus tribromide Verduennen mit Aether und anschliessendes Versetzen mit Wasser; |
2-(2-nitro-phenylsulfanyl)-1-phenyl-ethanone
sodium methylate
A
2-benzoylbenzothiazole
B
2-nitrothiophenol
C
benzoic acid
(2-nitro-phenyl)-phenyl disulfide
2-nitrothiophenol
Conditions | Yield |
---|---|
With ethanol; potassium thiophenolate |
Conditions | Yield |
---|---|
With DL-thiomalic acid; acetic acid Erwaermen des Reaktionsprodukts mit Natriumcyanid und wss. Alkalilauge; | |
Multi-step reaction with 2 steps 1: diethyl ether 2: potassium thiophenolate; alcohol View Scheme |
Conditions | Yield |
---|---|
With methanol; sodium hydrogensulfide |
2-(2-nitro-phenylsulfanyl)-1-phenyl-ethanone
potassium tert-butylate
tert-butyl alcohol
A
2-benzoylbenzothiazole
B
2-nitrothiophenol
C
benzoic acid
Conditions | Yield |
---|---|
With sulfuric acid; zinc at 10℃; |
Conditions | Yield |
---|---|
at 20℃; Rate constant; pH=11; |
(2-nitro-phenylsulfanyl)-acetic acid
A
2-nitrothiophenol
B
Glyoxilic acid
Conditions | Yield |
---|---|
With perchloric acid; sodium perborate; acetic acid at 24.9℃; Rate constant; Thermodynamic data; Mechanism; var. temp., ΔH(excit.), ΔS(excit.); |
Conditions | Yield |
---|---|
With perchloric acid; pyridinium chlorochromate In water; acetic acid at 24.85 - 44.85℃; Kinetics; Oxidation; |
ethanol
2-Chloronitrobenzene
A
bis(2-nitrophenyl)disulfide
B
2-nitrothiophenol
methanol
1,2-Dinitrobenzene
A
bis(2-nitrophenyl)disulfide
B
bis-(2-nitro-phenyl)-sulfide
C
2-nitrothiophenol
water
2-Chloronitrobenzene
A
bis-(2-nitro-phenyl)-sulfide
B
2-nitrothiophenol
C
2-amino-benzenethiol
D
2-Chloroaniline
2-Chloronitrobenzene
A
bis-(2-nitro-phenyl)-sulfide
B
2-nitrothiophenol
C
2-amino-benzenethiol
D
2-Chloroaniline
2-nitrobenzenesulfenyl bromide
phosphorus tribromide
2-nitrothiophenol
Conditions | Yield |
---|---|
anschliessendes Verduennen mit Aether und Versetzen mit Wasser; |
2-nitrothiophenol
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With phosphorus tribromide Behandeln des in Aether geloesten Reaktionsgemisches mit Wasser; |
2-(2-nitro-phenylsulfanyl)-1-phenyl-ethanone
A
2-benzoylbenzothiazole
B
2-nitrothiophenol
C
benzoic acid
2-(2-nitro-phenylsulfanyl)-1-phenyl-ethanone
A
2-benzoylbenzothiazole
B
2-nitrothiophenol
C
benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol 1.) 15 min 2.) reflux, 14 h; | 99.1% |
2-nitrothiophenol
methyl 3-bromo-2,6-dinitro-5-methoxybenzoate
methyl 2-nitro-3,6-di(2-nitrophenylthio)-5-methoxybenzoate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 10℃; for 0.25h; | 99% |
2-nitrothiophenol
methyl 3-bromo-2,6-dinitro-5-methoxy-4-methylbenzoate
methyl 2-nitro-3,6-di(2-nitrophenylthio)-5-methoxy-4-methylbenzoate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 10℃; for 0.25h; | 99% |
2-nitrothiophenol
C13H17BrO2
benzyl 5-(2-nitrophenylthio)hexanoate
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 56℃; | 99% |
2-nitrothiophenol
1-(6-(4-nitrophenylthio)hexylthio)-2-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 56℃; | 98% |
2-nitrothiophenol
N-ethyl-N-phenylamine
2-Amino-N-ethyl-N-phenyl-benzenesulfonamide
Conditions | Yield |
---|---|
In 1,4-dioxane at 87℃; Rate constant; | 97.8% |
In 1,4-dioxane at 87℃; | 97.8% |
2-nitrothiophenol
(S)-2-[(1R,3S,4aR,5R,8aS)-3-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1-methanesulfonyloxymethyl-2-methyl-propyl)-7-methyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-1-yl]-propionic acid
(S)-2-{(1R,3S,4aR,5R,8aS)-3-(tert-Butyl-diphenyl-silanyloxy)-7-methyl-5-[(R)-2-methyl-1-(2-nitro-phenylsulfanylmethyl)-propyl]-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-1-yl}-propionic acid
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 55℃; for 8h; | 97% |
Conditions | Yield |
---|---|
With water; dihydrogen peroxide In various solvent(s) at 20℃; for 0.166667h; Oxidation; Dimerization; | 96% |
With sodium hydroxide; iodine for 6h; Heating; | 90% |
With bipyridinium hydrobromide perbromide In acetonitrile at 20℃; for 0.25h; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol 1.) 15 min 2.) reflux, 14 h; | 95.2% |
With C40H30Cl2N2NiO2S2; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 1h; | 95% |
With alkali |
2-nitrothiophenol
α-bromoacetophenone
2-(2-nitro-phenylsulfanyl)-1-phenyl-ethanone
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 95% |
With sodium methylate In methanol | 73% |
With sodium carbonate |
2-[2-(chloroethoxy)ethoxy]ethanol
2-nitrothiophenol
8-[(2-nitrophenylthio)]-3,6-dioxaoctanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 6h; Heating; | 95% |
2-nitrothiophenol
(2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester
benzyl (S)-1-(methoxycarbonyl)-3-(2-nitrophenylthio)propylcarbamate
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 90℃; Sealed tube; | 94.9% |
2-nitrothiophenol
1-Chloro-2-propanol
B
1-(2-nitro-phenylsulfanyl)-propan-2-ol
Conditions | Yield |
---|---|
With sodium hydroxide In water | A n/a B 94.8% |
Conditions | Yield |
---|---|
Stage #1: o-nitrothiophenol; benzaldehyde In 1,4-dioxane; water at 90℃; for 0.0833333h; Stage #2: With formic acid In 1,4-dioxane; water at 90℃; for 8h; Temperature; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol 1.) 15 min 2.) reflux, 14 h; | 93.5% |
2-nitrothiophenol
benzyl 3-bromo-2,6-dinitro-5-benzyloxybenzoate
benzyl 2-nitro-3,6-di(2-nitrophenylthio)-5-benzyloxybenzoate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 10℃; for 0.25h; | 93% |
2-nitrothiophenol
1-bromo-11-(phenylthio)undecane
1-(11-(2-nitrophenylthio)undecylthio)benzene
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 56℃; | 93% |
Cyclopentyl bromide
2-nitrothiophenol
Cyclopentyl-(2-nitrophenyl)-sulfid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol 1.) 15 min 2.) reflux, 14 h; | 92.7% |
2-nitrothiophenol
methyl (3,4,5-tri-O-acetyl-β-D-arabino-hex-2-ulopyranosyl)onate bromide
methyl 2-S-(2-nitrophenyl)-3,4,5-tri-O-acetyl-α-D-arabino-2-hexulopyranosonate
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 2h; Heating; | 92% |
2-nitrothiophenol
2-(2-Chloroethoxy)ethanol
2-<2-<2-nitrophenyl(thio)>ethoxy>ethanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 6h; Heating; | 92% |
2-nitrothiophenol
heptakis(6-bromo-6-deoxy)-β-cyclodextrin
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide Ambient temperature; | 90% |
2-nitrothiophenol
2-chloro-ethanol
B
2-((2-nitrophenyl)thio)ethan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide In water | A n/a B 89.8% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 2h; Reagent/catalyst; Solvent; | 89.6% |
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h; Substitution; | 89% |
Conditions | Yield |
---|---|
Stage #1: o-nitrothiophenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.666667h; Inert atmosphere; Stage #2: allyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere; | 89% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere; Cooling with ice; | 3.1 g |
2-nitrothiophenol
benzyl 11‐bromoundecanoate
benzyl 11-(2-nitrophenylthio)undecanoate
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 56℃; | 88% |
With potassium carbonate; sodium iodide In acetone at 56℃; Reflux; | 88% |
2-nitrothiophenol
prenyl bromide
1-(3-methyl-but-2-enylsulfanyl)-2-nitro-benzene
Conditions | Yield |
---|---|
Stage #1: o-nitrothiophenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.666667h; Inert atmosphere; Stage #2: prenyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere; | 88% |
Stage #1: o-nitrothiophenol With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Inert atmosphere; Stage #2: prenyl bromide In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; | 79% |
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