Product Name

  • Name

    2-(Phenylthio)aniline

  • EINECS 413-030-8
  • CAS No. 1134-94-7
  • Article Data66
  • CAS DataBase
  • Density 1.19 g/cm3
  • Solubility
  • Melting Point 43 °C(lit.)
  • Formula C12H11NS
  • Boiling Point 330.5 °C at 760 mmHg
  • Molecular Weight 201.292
  • Flash Point 153.7 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance Kind of white to yellow powder
  • Safety 24-37-61
  • Risk Codes 43-51/53
  • Molecular Structure Molecular Structure of 1134-94-7 (2-(Phenylthio)aniline)
  • Hazard Symbols IrritantXi;DangerousN
  • Synonyms Aniline,o-(phenylthio)- (6CI,7CI,8CI);2-(Phenylsulfanyl)phenylamine;2-(Phenylthio)benzenamine;2-Aminodiphenyl sulfide;2-Aminophenyl phenyl sulfide;2-Aminophenyl phenyl thioether;2-Phenylsulfanylaniline;o-(Phenylthio)aniline;
  • PSA 51.32000
  • LogP 4.00120

Synthetic route

iodobenzene
591-50-4

iodobenzene

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

iodobenzene
591-50-4

iodobenzene

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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%
2-nitrophenyl phenyl sulfide
4171-83-9

2-nitrophenyl phenyl sulfide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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%
2-iodophenylamine
615-43-0

2-iodophenylamine

thiophenol
108-98-5

thiophenol

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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%
bromobenzene
108-86-1

bromobenzene

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With copper(l) iodide; N,N'-dihexyloxalamide; potassium tert-butylate In 1,4-dioxane at 110℃; for 24h; Sealed tube; Inert atmosphere;91%
2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

phenylboronic acid
98-80-6

phenylboronic acid

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With sodium tetrahydroborate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate In ethanol at 20℃; for 8h;82%
iodobenzene
591-50-4

iodobenzene

C12H12N2S2

C12H12N2S2

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With copper; potassium hydroxide at 110℃; for 12h; Green chemistry;80%
N-phenyl-benzenesulphenamide
14933-91-6

N-phenyl-benzenesulphenamide

A

4-aminophenyl phenyl sulfide
1135-14-4

4-aminophenyl phenyl sulfide

B

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C

2'-(phenylthio)-benzenesulphenanilide
110228-58-5

2'-(phenylthio)-benzenesulphenanilide

D

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In various solvent(s) at 85℃; for 720h; Further byproducts given;A 5%
B 3%
C 4%
D 78%
bromobenzene
108-86-1

bromobenzene

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 40 - 80℃;76%
iodobenzene
591-50-4

iodobenzene

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

A

2-Phenylbenzothiazole
883-93-2

2-Phenylbenzothiazole

B

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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%
thiophenol
108-98-5

thiophenol

2-Chloroaniline
95-51-2

2-Chloroaniline

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With C24H22N6Ni; sodium t-butanolate In N,N-dimethyl-formamide; acetonitrile at 80℃; Temperature; Inert atmosphere; Schlenk technique;57%
phenyl trimethylsiloxane
2996-92-1

phenyl trimethylsiloxane

2-Aminophenyl disulfide
1141-88-4

2-Aminophenyl disulfide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With copper(l) iodide; tetrabutyl ammonium fluoride; johnphos at 100℃; for 24h;49%
methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

Phenyl azide
622-37-7

Phenyl azide

A

4-aminophenyl phenyl sulfide
1135-14-4

4-aminophenyl phenyl sulfide

B

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C

2-anilinothioanisole
105903-47-7

2-anilinothioanisole

D

4-(methylsulfanyl)diphenylamine
116924-82-4

4-(methylsulfanyl)diphenylamine

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid Ambient temperature;A 33%
B 25%
C 2%
D 10%
N-(2-(phenylthio)phenyl)acetamide
1489-23-2

N-(2-(phenylthio)phenyl)acetamide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
With hydrogenchloride
hydrolysis;
thiophenol
108-98-5

thiophenol

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
(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
14933-91-6

N-phenyl-benzenesulphenamide

A

4-aminophenyl phenyl sulfide
1135-14-4

4-aminophenyl phenyl sulfide

B

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C

cyclohex-2-enyl phenyl sulfide
134427-69-3, 3467-73-0

cyclohex-2-enyl phenyl sulfide

D

thiophenol
108-98-5

thiophenol

E

aniline
62-53-3

aniline

F

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In cyclohexene under 1 Torr; Product distribution; Mechanism; Irradiation; effect of solvent and lighting on the decomposition;
α-(phenylthio)benzalphenylhydrazone
49829-70-1

α-(phenylthio)benzalphenylhydrazone

A

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

B

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
With PPA at 110℃; for 6h;
2'-(phenylthio)-benzenesulphenanilide
110228-58-5

2'-(phenylthio)-benzenesulphenanilide

A

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With hydrogenchloride
thiophenol
108-98-5

thiophenol

benzoic acid-diazonium chloride-(2)

benzoic acid-diazonium chloride-(2)

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

copper (I)-butane-1-thiolate

copper (I)-butane-1-thiolate

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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
14933-91-6

N-phenyl-benzenesulphenamide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 4 percent / various solvent(s) / 720 h / 85 °C
2: 6 M hydrochloric acid
View Scheme
thiophenol
108-98-5

thiophenol

α-phenyl-α.γ-butadiene

α-phenyl-α.γ-butadiene

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / ethanol / 6 h / Heating
2: polyphosphoric acid / 6 h / 110 °C
View Scheme
N-phenylbenzohydrazonoyl chloride
15424-14-3

N-phenylbenzohydrazonoyl chloride

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / ethanol / 6 h / Heating
2: polyphosphoric acid / 6 h / 110 °C
View Scheme
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper powder
2: alcohol; tin dichloride; hydrochloric acid
View Scheme
sodium thiophenolate
930-69-8

sodium thiophenolate

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper powder
2: alcohol; tin dichloride; hydrochloric acid
View Scheme
thiophenol
108-98-5

thiophenol

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
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
N-(2-chlorophenyl)acetamide
533-17-5

N-(2-chlorophenyl)acetamide

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper / 300 °C
2: aq.-ethanolic hydrochloric acid
View Scheme
potassium thiophenolate
3111-52-2

potassium thiophenolate

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper / 300 °C
2: aq.-ethanolic hydrochloric acid
View Scheme
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

phenyl chloroformate
1885-14-9

phenyl chloroformate

phenyl [2-(phenylsulphanyl)phenyl]carbamate
111974-73-3

phenyl [2-(phenylsulphanyl)phenyl]carbamate

Conditions
ConditionsYield
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 carbonate90%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

(2-azidophenyl)(phenyl)sulfide

(2-azidophenyl)(phenyl)sulfide

Conditions
ConditionsYield
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
1134-94-7

2-phenylsulfanyl-aniline

C12H10NS(1-)*Li(1+)

C12H10NS(1-)*Li(1+)

Conditions
ConditionsYield
With n-butyllithium In hexane at 20℃; for 1h; Inert atmosphere; Schlenk technique; Reflux;99%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

2-(phenylthio)phenyl-1-(2-pyridyl)methylimine

2-(phenylthio)phenyl-1-(2-pyridyl)methylimine

Conditions
ConditionsYield
In methanol for 24h; Reflux;99%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

phenyl-2-amine-phenylsulfoxide
16714-31-1

phenyl-2-amine-phenylsulfoxide

Conditions
ConditionsYield
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.
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

2-aminophenyl phenyl sulfone
4273-98-7

2-aminophenyl phenyl sulfone

Conditions
ConditionsYield
With urea hydrogen peroxide adduct In ethanol at 20℃; for 0.25h;98%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

benzoyl chloride
98-88-4

benzoyl chloride

1-Benzoyl-3-(2-phenylsulfanyl-phenyl)-thiourea
76838-39-6

1-Benzoyl-3-(2-phenylsulfanyl-phenyl)-thiourea

Conditions
ConditionsYield
In acetone for 1h; Heating;97.1%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

acetyl chloride
75-36-5

acetyl chloride

N-(2-(phenylthio)phenyl)acetamide
1489-23-2

N-(2-(phenylthio)phenyl)acetamide

Conditions
ConditionsYield
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;
succinic acid anhydride
108-30-5

succinic acid anhydride

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C16H13NO2S
1103975-97-8

C16H13NO2S

Conditions
ConditionsYield
With acetic acid for 48h; Reflux;95%
2-pyrrole aldehyde
1003-29-8

2-pyrrole aldehyde

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C17H14N2S

C17H14N2S

Conditions
ConditionsYield
With formic acid In methanol for 24h;95%
In ethanol at 65℃; for 72h;30%
In methanol Reflux;
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-88-0

diethyl α-(3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.1h; Reagent/catalyst; Kabachnik-Fields Reaction; Microwave irradiation;93%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(2,4-dichlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-89-1

diethyl α-(2,4-dichlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.116667h; Kabachnik-Fields Reaction; Microwave irradiation;93%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

4-chloro-3-nitro-benzaldehyde
16588-34-4

4-chloro-3-nitro-benzaldehyde

diethyl α-(4-chloro-3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-90-4

diethyl α-(4-chloro-3-nitrophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.1h; Kabachnik-Fields Reaction; Microwave irradiation;93%
2-Trifluoromethylbenzaldehyde
447-61-0

2-Trifluoromethylbenzaldehyde

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C20H14F3NS

C20H14F3NS

Conditions
ConditionsYield
In ethanol at 20℃; for 1h; Inert atmosphere; Schlenk technique;92%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

acenaphthene quinone
82-86-0

acenaphthene quinone

C36H24N2S2

C36H24N2S2

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride at 60 - 120℃; for 0.5h;92%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-(N-(chloroacetyl)amine)-1-phenylthio-benzene
22504-08-1

2-(N-(chloroacetyl)amine)-1-phenylthio-benzene

Conditions
ConditionsYield
In toluene for 0.166667h; Microwave irradiation;91%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(3-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methyl phosphonate
1449063-87-9

diethyl α-(3-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methyl phosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.133333h; Kabachnik-Fields Reaction; Microwave irradiation;91%
citraconic acid anhydride
616-02-4

citraconic acid anhydride

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

C17H13NO2S
1103976-19-7

C17H13NO2S

Conditions
ConditionsYield
With acetic acid for 48h; Reflux;90%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(3,4-dimethoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-92-6

diethyl α-(3,4-dimethoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation;90%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-[2-(phenylthio)phenylamino]-α-(2-thienyl)methylphosphonate
1449063-94-8

diethyl α-[2-(phenylthio)phenylamino]-α-(2-thienyl)methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.116667h; Kabachnik-Fields Reaction; Microwave irradiation;90%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

vanillin
121-33-5

vanillin

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(4-hydroxy-3-methoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-91-5

diethyl α-(4-hydroxy-3-methoxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.133333h; Kabachnik-Fields Reaction; Microwave irradiation;90%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

5-chlorosalicyclaldehyde
635-93-8

5-chlorosalicyclaldehyde

4-chloro-2-((2-(phenylthio)phenylimino)methyl)phenol

4-chloro-2-((2-(phenylthio)phenylimino)methyl)phenol

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Reflux;90%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

C19H14FNS
1382241-56-6

C19H14FNS

Conditions
ConditionsYield
With magnesium sulfate In hexane at 20℃; for 12h; Inert atmosphere;89%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

syringic aldehyde
134-96-3

syringic aldehyde

diethyl α-(3,5-dimethoxy-4-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-93-7

diethyl α-(3,5-dimethoxy-4-hydroxyphenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation;89%
2-phenylsulfanyl-aniline
1134-94-7

2-phenylsulfanyl-aniline

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

diethyl α-(4-chlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate
1449063-85-7

diethyl α-(4-chlorophenyl)-α-[2-(phenylthio)phenylamino]methylphosphonate

Conditions
ConditionsYield
With Nano-silica-supported boron trifluoride In neat (no solvent) for 0.15h; Kabachnik-Fields Reaction; Microwave irradiation;89%

2-(Phenylthio)aniline Specification

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

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