Conditions | Yield |
---|---|
With iron; copper; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; | 99% |
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane In water at 120℃; | 98% |
With 2,2'-biimidazole; copper(II) acetate monohydrate; caesium carbonate In dimethyl sulfoxide at 80℃; for 3h; Ullmann Condensation; Schlenk technique; Inert atmosphere; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide; water; copper(l) chloride at 50℃; for 12h; Inert atmosphere; | 99% |
With copper; caesium carbonate at 140℃; for 6h; Reagent/catalyst; Time; Solvent; Inert atmosphere; | 96% |
With iron(III) chloride; trans-1,2-Diaminocyclohexane; sodium hydroxide In water at 110℃; for 24h; Reagent/catalyst; Solvent; Green chemistry; | 60% |
With iron(III) chloride; (S,S)-1,2-diaminocyclohexane; sodium hydroxide In water at 110℃; for 24h; Reagent/catalyst; Solvent; | 60% |
Conditions | Yield |
---|---|
With hydrogen In methanol under 4137.29 Torr; | 98% |
With ethanol; calcium chloride; zinc for 2h; Reflux; | 94% |
With iron; ammonium chloride In ethanol; water for 1h; Reflux; | 86% |
Conditions | Yield |
---|---|
With (1R,2R)-1,2-diaminocyclohexane; copper(l) chloride In water at 120℃; Schlenk technique; Sealed tube; Inert atmosphere; | 97% |
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane In water at 120℃; | 95% |
With copper(l) iodide; potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 16h; | 92% |
Conditions | Yield |
---|---|
With copper(l) iodide; N,N'-dihexyloxalamide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Sealed tube; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate In ethanol at 20℃; for 8h; | 82% |
Conditions | Yield |
---|---|
With copper; potassium hydroxide at 110℃; for 12h; Green chemistry; | 80% |
N-phenyl-benzenesulphenamide
A
4-aminophenyl phenyl sulfide
B
2-phenylsulfanyl-aniline
C
2'-(phenylthio)-benzenesulphenanilide
D
diphenyldisulfane
Conditions | Yield |
---|---|
In various solvent(s) at 85℃; for 720h; Further byproducts given; | A 5% B 3% C 4% D 78% |
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide at 40 - 80℃; | 76% |
iodobenzene
tert-butylisonitrile
2-amino-benzenethiol
A
2-Phenylbenzothiazole
B
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; copper(l) iodide; palladium diacetate; caesium carbonate In N,N-dimethyl-formamide at 120℃; for 24h; Inert atmosphere; | A 61% B 10% |
Conditions | Yield |
---|---|
With C24H22N6Ni; sodium t-butanolate In N,N-dimethyl-formamide; acetonitrile at 80℃; Temperature; Inert atmosphere; Schlenk technique; | 57% |
phenyl trimethylsiloxane
2-Aminophenyl disulfide
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
With copper(l) iodide; tetrabutyl ammonium fluoride; johnphos at 100℃; for 24h; | 49% |
methyl-phenyl-thioether
Phenyl azide
A
4-aminophenyl phenyl sulfide
B
2-phenylsulfanyl-aniline
C
2-anilinothioanisole
D
4-(methylsulfanyl)diphenylamine
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; trifluoroacetic acid Ambient temperature; | A 33% B 25% C 2% D 10% |
Conditions | Yield |
---|---|
With hydrogenchloride | |
hydrolysis; |
Conditions | Yield |
---|---|
(i) NaOH, EtOH, (ii) H2, Raney-Ni; Multistep reaction; | |
Stage #1: thiophenol; 2-Chloronitrobenzene With sodium hydroxide Stage #2: With hydrogenchloride; iron In methanol |
N-phenyl-benzenesulphenamide
A
4-aminophenyl phenyl sulfide
B
2-phenylsulfanyl-aniline
C
cyclohex-2-enyl phenyl sulfide
D
thiophenol
E
aniline
F
diphenyldisulfane
Conditions | Yield |
---|---|
In cyclohexene under 1 Torr; Product distribution; Mechanism; Irradiation; effect of solvent and lighting on the decomposition; |
α-(phenylthio)benzalphenylhydrazone
A
2-phenylsulfanyl-aniline
B
benzonitrile
Conditions | Yield |
---|---|
With PPA at 110℃; for 6h; |
2'-(phenylthio)-benzenesulphenanilide
A
2-phenylsulfanyl-aniline
B
diphenyldisulfane
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 79 percent / aq. NaOH / ethanol / Heating 2: 50 percent / H2 / 5percent Pd/C / ethanol / 3 h / 2585.7 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 79 percent / aq. NaOH / ethanol / Heating 2: 50 percent / H2 / 5percent Pd/C / ethanol / 3 h / 2585.7 Torr View Scheme |
N-phenyl-benzenesulphenamide
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4 percent / various solvent(s) / 720 h / 85 °C 2: 6 M hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / ethanol / 6 h / Heating 2: polyphosphoric acid / 6 h / 110 °C View Scheme |
N-phenylbenzohydrazonoyl chloride
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / ethanol / 6 h / Heating 2: polyphosphoric acid / 6 h / 110 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper powder 2: alcohol; tin dichloride; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper powder 2: alcohol; tin dichloride; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper; concentrated KOH-solution / 20 °C / zuletzt bei 170-185grad 2: iron; water; iron chloride View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide / dimethyl sulfoxide / 80 °C 2: hydrogen / methanol / 4137.29 Torr View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium hydroxide / dimethyl sulfoxide / Inert atmosphere; Schlenk technique 1.2: 90 °C / Inert atmosphere; Schlenk technique 2.1: zinc / ethanol; acetic acid / Inert atmosphere; Schlenk technique View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper; concentrated KOH-solution / 20 °C / zuletzt bei 170-185grad 2: iron; water; iron chloride View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide / dimethyl sulfoxide / 80 °C 2: hydrogen / methanol / 4137.29 Torr View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium hydroxide / dimethyl sulfoxide / Inert atmosphere; Schlenk technique 1.2: 90 °C / Inert atmosphere; Schlenk technique 2.1: zinc / ethanol; acetic acid / Inert atmosphere; Schlenk technique View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol 2: iron; ammonium chloride / water View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper / 300 °C 2: aq.-ethanolic hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: copper / 300 °C 2: aq.-ethanolic hydrochloric acid View Scheme |
2-phenylsulfanyl-aniline
phenyl chloroformate
phenyl [2-(phenylsulphanyl)phenyl]carbamate
Conditions | Yield |
---|---|
Stage #1: 2-phenylsulfanyl-aniline; phenyl chloroformate In toluene at 4℃; for 0.0833333h; Stage #2: phenyl chloroformate With sodium carbonate; sodium hydroxide In water; toluene at 4℃; for 1.5h; | 99.8% |
With sodium carbonate; sodium hydroxide In water; toluene at 5 - 20℃; for 3h; Product distribution / selectivity; | 92% |
With sodium carbonate | 90% |
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
Stage #1: 2-phenylsulfanyl-aniline With isopentyl nitrite In tetrahydrofuran at 0℃; Stage #2: With trimethylsilylazide In tetrahydrofuran at 0 - 20℃; under air; | 99% |
With trimethylsilylazide; isopentyl nitrite In tetrahydrofuran at 0 - 20℃; | 90% |
With sulfuric acid; sodium nitrite anschliessendes Behandeln mit Natriumazid; |
2-phenylsulfanyl-aniline
Conditions | Yield |
---|---|
With n-butyllithium In hexane at 20℃; for 1h; Inert atmosphere; Schlenk technique; Reflux; | 99% |
Conditions | Yield |
---|---|
In methanol for 24h; Reflux; | 99% |
2-phenylsulfanyl-aniline
phenyl-2-amine-phenylsulfoxide
Conditions | Yield |
---|---|
With dihydrogen peroxide; Amberlyst 15 In methanol at 20℃; for 5h; | 98% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; Inert atmosphere; Schlenk technique; | 95% |
With phosphoric acid; oxygen; uranyl(VI) acetate dihydrate In water; acetonitrile at 20℃; under 760.051 Torr; for 12h; Schlenk technique; Irradiation; | 68% |
With dihydrogen peroxide In methanol; water at 60℃; for 3h; | |
With C16H21MoNO9; urea hydrogen peroxide adduct In ethanol at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; | 98 %Chromat. |
Conditions | Yield |
---|---|
With urea hydrogen peroxide adduct In ethanol at 20℃; for 0.25h; | 98% |
2-phenylsulfanyl-aniline
ammonium thiocyanate
benzoyl chloride
1-Benzoyl-3-(2-phenylsulfanyl-phenyl)-thiourea
Conditions | Yield |
---|---|
In acetone for 1h; Heating; | 97.1% |
2-phenylsulfanyl-aniline
acetyl chloride
N-(2-(phenylthio)phenyl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -10 - 20℃; for 5.5h; Inert atmosphere; | 95.6% |
With acetic acid | |
Stage #1: 2-phenylsulfanyl-aniline With triethylamine In dichloromethane for 0.166667h; Cooling with ice; Stage #2: acetyl chloride In dichloromethane for 2.25h; |
Conditions | Yield |
---|---|
With acetic acid for 48h; Reflux; | 95% |
Conditions | Yield |
---|---|
With formic acid In methanol for 24h; | 95% |
In ethanol at 65℃; for 72h; | 30% |
In methanol Reflux; |
2-phenylsulfanyl-aniline
3-nitro-benzaldehyde
phosphonic acid diethyl ester
diethyl α-(3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.1h; Reagent/catalyst; Kabachnik-Fields Reaction; Microwave irradiation; | 93% |
2-phenylsulfanyl-aniline
2,4-dichlorobenzaldeyhde
phosphonic acid diethyl ester
diethyl α-(2,4-dichlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.116667h; Kabachnik-Fields Reaction; Microwave irradiation; | 93% |
2-phenylsulfanyl-aniline
phosphonic acid diethyl ester
4-chloro-3-nitro-benzaldehyde
diethyl α-(4-chloro-3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.1h; Kabachnik-Fields Reaction; Microwave irradiation; | 93% |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 1h; Inert atmosphere; Schlenk technique; | 92% |
Conditions | Yield |
---|---|
With acetic acid; zinc(II) chloride at 60 - 120℃; for 0.5h; | 92% |
2-phenylsulfanyl-aniline
chloroacetyl chloride
2-(N-(chloroacetyl)amine)-1-phenylthio-benzene
Conditions | Yield |
---|---|
In toluene for 0.166667h; Microwave irradiation; | 91% |
2-phenylsulfanyl-aniline
meta-hydroxybenzaldehyde
phosphonic acid diethyl ester
diethyl α-(3-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methyl phosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.133333h; Kabachnik-Fields Reaction; Microwave irradiation; | 91% |
Conditions | Yield |
---|---|
With acetic acid for 48h; Reflux; | 90% |
2-phenylsulfanyl-aniline
3,4-dimethoxy-benzaldehyde
phosphonic acid diethyl ester
diethyl α-(3,4-dimethoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation; | 90% |
thiophene-2-carbaldehyde
2-phenylsulfanyl-aniline
phosphonic acid diethyl ester
diethyl α-[2-(phenylthio)phenylamino]-α-(2-thienyl)methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.116667h; Kabachnik-Fields Reaction; Microwave irradiation; | 90% |
2-phenylsulfanyl-aniline
vanillin
phosphonic acid diethyl ester
diethyl α-(4-hydroxy-3-methoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.133333h; Kabachnik-Fields Reaction; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 8h; Reflux; | 90% |
Conditions | Yield |
---|---|
With magnesium sulfate In hexane at 20℃; for 12h; Inert atmosphere; | 89% |
2-phenylsulfanyl-aniline
phosphonic acid diethyl ester
syringic aldehyde
diethyl α-(3,5-dimethoxy-4-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation; | 89% |
2-phenylsulfanyl-aniline
4-chlorobenzaldehyde
phosphonic acid diethyl ester
diethyl α-(4-chlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
Conditions | Yield |
---|---|
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation; | 89% |
The Benzenamine,2-(phenylthio)-, with the CAS registry number 1134-94-7 and EINECS registry number 413-030-8, has the systematic name of 2-(phenylsulfanyl)aniline. It belongs to the following product category of Amines. And the molecular formula of the chemical is C12H11NS.
The characteristics of Benzenamine,2-(phenylthio)- are as followings: (1)ACD/LogP: 2.95; (2)# of Rule of 5 Violations: 0 ; (3)#H bond acceptors: 1; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 28.54 Å2; (7)Index of Refraction: 1.675; (8)Molar Refractivity: 63.09 cm3; (9)Molar Volume: 167.9 cm3; (10)Polarizability: 25.01×10-24cm3; (11)Surface Tension: 55.2 dyne/cm; (12)Density: 1.19 g/cm3; (13)Flash Point: 153.7 °C; (14)Enthalpy of Vaporization: 57.3 kJ/mol; (15)Boiling Point: 330.5 °C at 760 mmHg; (16)Vapour Pressure: 0.000166 mmHg at 25°C.
Preparation of Benzenamine,2-(phenylthio)-: This chemical can be prepared by 1-nitro-2-phenylsulfanyl-benzene. The reaction will need reagent H2, catalyst 5% Pd/C, and the menstruum ethanol. The reaction time is 3 hours with Pressure 2585.7Pa, and the yield is about 50%.
Uses of Benzenamine,2-(phenylthio)-: It can react with 4-chloro-benzaldehyde to produce (4-chloro-benzylidene)-(2-phenylsulfanyl-phenyl)-amine. This reaction will need reagent p-TsOH, and the menstruum benzene. The reaction time is 5 hours with heating, and the yield is about 52%.
You should be cautious while dealing with this chemical. It may cause sensitization by skin contact, and it is also toxic to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: Wear suitable gloves, and avoid contacting with skin and release to the environment(Refer to special instructions safety data sheet).
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: S(c1ccccc1)c2ccccc2N
(2)InChI: InChI=1/C12H11NS/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9H,13H2
(3)InChIKey: DGBISJKLNVVJGD-UHFFFAOYAA
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View