Product Name

  • Name

    4-Bromoindole

  • EINECS -0
  • CAS No. 52488-36-5
  • Article Data31
  • CAS DataBase
  • Density 1.66 g/cm3
  • Solubility Not miscible in water.
  • Melting Point 17 °C
  • Formula C8H6BrN
  • Boiling Point 316.9 °C at 760 mmHg
  • Molecular Weight 196.046
  • Flash Point 145.5 °C
  • Transport Information
  • Appearance Clear yellowish-green or dark brown liquid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 52488-36-5 (4-Bromoindole)
  • Hazard Symbols IrritantXi
  • Synonyms 4-bromo-1H-indole;
  • PSA 15.79000
  • LogP 2.93040

Synthetic route

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole
90481-72-4

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol for 12h; Heating;98%
4-bromo-1-(trifluoromethylsulfonyl)indole
1180007-97-9

4-bromo-1-(trifluoromethylsulfonyl)indole

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 100℃; for 12h;96%
4-bromo-2,3-dihydro-1H-indole
86626-38-2

4-bromo-2,3-dihydro-1H-indole

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium carbonate In ethyl acetate at 120℃; for 24h; Sealed tube; Green chemistry;95%
With TEMPOL; oxygen; copper(l) chloride at 50 - 60℃; for 4.5h; Inert atmosphere;95%
With oxygen; sodium t-butanolate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 4h;48%
1-(4-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one
1196981-04-0

1-(4-bromo-1H-indol-1-yl)-2,2-dimethylpropan-1-one

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 3h; Reflux;94%
4-bromo-1-methoxycarbonylindole
101909-45-9

4-bromo-1-methoxycarbonylindole

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Heating;88.5%
1-bromo-2-ethenyl-3-nitrobenzene
90481-68-8

1-bromo-2-ethenyl-3-nitrobenzene

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With carbon monoxide; triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; for 15h; Heating;84%
With carbon monoxide; triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; for 15h; Product distribution; Heating; other catalysts, phosphine, bases, solvents; palladium-catalyzed reductive heteroannulation of 2-nitrostyrenes in the presence of CO;84%
Multi-step reaction with 2 steps
1: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
2: 46.3 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 22 h / 100 °C / sealed tube
View Scheme
Multi-step reaction with 4 steps
1: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
2: pyridine / 0.33 h / Heating
3: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
4: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

1-bromo-2-ethenyl-3-nitrobenzene
90481-68-8

1-bromo-2-ethenyl-3-nitrobenzene

A

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

B

methyl (3-bromo-2-vinylphenyl)carbamate

methyl (3-bromo-2-vinylphenyl)carbamate

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate In N,N-dimethyl-formamide under 3040 Torr; for 22h; Heating;A 76%
B 17%
...Expand
N-(3-bromo-2-(2-(trimethylsilyl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide
1244651-69-1

N-(3-bromo-2-(2-(trimethylsilyl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 56h; Inert atmosphere;75%
With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 5h; Inert atmosphere;75%
1H-indol-4-yl trifluoromethanesulfonate

1H-indol-4-yl trifluoromethanesulfonate

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere;74%
4-bromo-2,3-dihydro-1H-indole
86626-38-2

4-bromo-2,3-dihydro-1H-indole

nitrobenzene
98-95-3

nitrobenzene

A

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

B

aniline
62-53-3

aniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 70%
B 74%
...Expand
2-(2-amino-6-bromophenyl)ethan-1-ol
109277-82-9

2-(2-amino-6-bromophenyl)ethan-1-ol

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Heating;73%
tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Rate constant; Heating;73%
With C72H79O35Ru4; o-phenylenebis(diphenylphosphine); oxygen In toluene at 130℃; for 4h; Inert atmosphere;71%
[(E)-2-(2-Bromo-6-nitro-phenyl)-vinyl]-dimethyl-amine
105205-47-8

[(E)-2-(2-Bromo-6-nitro-phenyl)-vinyl]-dimethyl-amine

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With zinc In acetic acid at 85℃; for 2h;70%
With acetic acid; zinc In methanol; dichloromethane Heating;67%
1-[(E)-2-(2-Bromo-6-nitro-phenyl)-vinyl]-pyrrolidine

1-[(E)-2-(2-Bromo-6-nitro-phenyl)-vinyl]-pyrrolidine

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With zinc In acetic acid Reduction; cyclization;70%
4-bromo-1H-indole-3-carboxylic acid methyl ester
101909-43-7

4-bromo-1H-indole-3-carboxylic acid methyl ester

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1.5h; Heating;69.1%
With sodium hydroxide In methanol for 1.5h; Heating;60.5%
4-bromo-2,3-dihydro-1H-indole
86626-38-2

4-bromo-2,3-dihydro-1H-indole

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

A

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

B

4-chloro-aniline
106-47-8

4-chloro-aniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 53%
B 52%
...Expand
3-bromo-2-ethenylaniline
90481-69-9

3-bromo-2-ethenylaniline

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); p-benzoquinone; lithium chloride In tetrahydrofuran at 100℃; for 22h; sealed tube;46.3%
Multi-step reaction with 3 steps
1: pyridine / 0.33 h / Heating
2: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
3: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
4-bromo-1H-indole-2-carboxylic acid
16732-64-2

4-bromo-1H-indole-2-carboxylic acid

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With quinoline; copper(I) bromide at 250℃;
(2-Bromo-6-nitro-phenyl)-acetaldehyde
85355-50-6

(2-Bromo-6-nitro-phenyl)-acetaldehyde

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium acetate; iron; acetic acid In ethanol; water for 2h; Heating; Yield given;
Acetic acid 2-(2-bromo-6-nitro-phenyl)-1-chloro-ethyl ester
85355-40-4

Acetic acid 2-(2-bromo-6-nitro-phenyl)-1-chloro-ethyl ester

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
With sodium acetate; iron; acetic acid In ethanol; water for 2h; Heating;
2-bromo-6-nitrotoluene
55289-35-5

2-bromo-6-nitrotoluene

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Stage #1: 2-bromo-6-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In N,N-dimethyl-formamide at 110℃; for 5h;
Stage #2: With acetic acid; zinc at 85℃; for 3h;		25.2 g
3-nitro-o-tolylamine
603-83-8

3-nitro-o-tolylamine

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. HBr / 0.33 h / Heating
1.2: aq. NaNO2 / 0.25 h / 0 - 5 °C
1.3: 90 percent / CuBr; aq. HBr / 0.33 h / 100 °C
2.1: pyrrolidine / dimethylformamide / 5 h / 110 °C
2.2: 25.2 g / aq. HOAc; zinc / 3 h / 85 °C
View Scheme
Multi-step reaction with 6 steps
2: 98 percent / Br2, benzoyl peroxide / CCl4 / 14 h / Heating; Irradiation
3: CHCl3 / 0.17 h / Heating
4: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
5: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
6: 46.3 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 22 h / 100 °C / sealed tube
View Scheme
Multi-step reaction with 8 steps
2: 98 percent / Br2, benzoyl peroxide / CCl4 / 14 h / Heating; Irradiation
3: CHCl3 / 0.17 h / Heating
4: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
5: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
6: pyridine / 0.33 h / Heating
7: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
8: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
2-bromo-6-nitrotoluene
55289-35-5

2-bromo-6-nitrotoluene

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CuI; DMF / 0.33 h / 180 °C / 6000.6 - 7500.75 Torr / microwave irradiation
2: 67 percent / Zn; AcOH / methanol; CH2Cl2 / Heating
View Scheme
Multi-step reaction with 2 steps
1: 1.) Triton B, 2.) Zn, CaCl2 / 1.) Me2SO, 95 deg C, 1 h, 2.) H2O, reflux
2: 73 percent / RuCl2(PPh3)3 / toluene / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: pyrrolidine / dimethylformamide / 110 °C
2: 70 percent / Zn / acetic acid / 2 h / 85 °C
View Scheme
3-methoxycarbonylindole
942-24-5

3-methoxycarbonylindole

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: thallium(III) trifluoroacetate / trifluoroacetic acid / 2 h / 20 °C
1.2: 63 percent / CuBr2 / dimethylformamide / 1 h / 120 °C
2.1: 69.1 percent / aq. NaOH / methanol / 1.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 1.) TTFA, 2.) CuBr2 / 1.) TFA, room temp., 2 h; 2.) DMF, 120 deg C, 1 h
2: 60.5 percent / 40percent NaOH / methanol / 1.5 h / Heating
View Scheme
2-bromo-6-nitroaniline
59255-95-7

2-bromo-6-nitroaniline

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2SO4, isoamyl nitrite / ethanol / 1 h / 0 °C
2: LiCl, HCl, CuCl*2H2O / acetone; H2O / 1.) 2 h, 3 to 10 deg C, 2.) 2 h, room temp., 3.) 2 h, room temp.
3: Fe, HOAc, sodium acetate dihydrate / ethanol; H2O / 2 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: H2SO4, isoamyl nitrite / ethanol / 1 h / 0 °C
2: LiCl, HCl, CuCl*2H2O / acetone; H2O / 1.) 2 h, 3 to 10 deg C, 2.) 2 h, room temp., 3.) 2 h, room temp.
3: Fe, HOAc, sodium acetate dihydrate / ethanol; H2O / 2 h / Heating
View Scheme
2-Bromo-6-nitro-benzenediazonium; hydrogen sulfate
85355-33-5

2-Bromo-6-nitro-benzenediazonium; hydrogen sulfate

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiCl, HCl, CuCl*2H2O / acetone; H2O / 1.) 2 h, 3 to 10 deg C, 2.) 2 h, room temp., 3.) 2 h, room temp.
2: Fe, HOAc, sodium acetate dihydrate / ethanol; H2O / 2 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: LiCl, HCl, CuCl*2H2O / acetone; H2O / 1.) 2 h, 3 to 10 deg C, 2.) 2 h, room temp., 3.) 2 h, room temp.
2: Fe, HOAc, sodium acetate dihydrate / ethanol; H2O / 2 h / Heating
View Scheme
3-bromo-2-(bromomethyl)-1-nitrobenzene
58579-54-7

3-bromo-2-(bromomethyl)-1-nitrobenzene

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: CHCl3 / 0.17 h / Heating
2: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
3: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
4: 46.3 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 22 h / 100 °C / sealed tube
View Scheme
Multi-step reaction with 6 steps
1: CHCl3 / 0.17 h / Heating
2: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
3: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
4: pyridine / 0.33 h / Heating
5: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
6: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
N-tosyl-3-bromo-2-ethenylaniline
90481-71-3

N-tosyl-3-bromo-2-ethenylaniline

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
2: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
(2-Bromo-6-nitro-benzyl)-triphenyl-phosphonium; bromide
90481-67-7

(2-Bromo-6-nitro-benzyl)-triphenyl-phosphonium; bromide

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
2: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
3: 46.3 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 22 h / 100 °C / sealed tube
View Scheme
Multi-step reaction with 5 steps
1: 85.1 percent / Et3N / CH2Cl2 / 1 h / Ambient temperature
2: 96.6 percent / Fe / acetic acid; ethanol / 5 h / Heating
3: pyridine / 0.33 h / Heating
4: 76.7 percent / p-benzoquinone, LiCl, PdCl2(CH3CN)2 / tetrahydrofuran / 18 h / Heating
5: 98 percent / 20percent aq. NaOH / methanol / 12 h / Heating
View Scheme
2-(2-bromo-6-nitrophenyl)ethan-1-ol
118665-02-4

2-(2-bromo-6-nitrophenyl)ethan-1-ol

4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Zn/CaCl2/H2O / ethanol / Heating
2: 73 percent / RuCl2(PPh3)3 / toluene / 6 h / Heating
View Scheme
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

4-bromo-1H-indole-3-carbaldehyde
98600-34-1

4-bromo-1H-indole-3-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 20℃; for 1h; Vilsmeier-Hack formylation;100%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate Cooling with ice;
Stage #2: 4-bromo-1H-indole In N,N-dimethyl-formamide at 20℃; Cooling with ice;
Stage #3: With water; potassium hydroxide In N,N-dimethyl-formamide Reflux;		100%
Stage #1: 4-bromo-1H-indole; N,N-dimethyl-formamide With trichlorophosphate at 0 - 25℃;
Stage #2: With potassium hydroxide In water Reflux;		100%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

indole-4-boronic acid pinacol ester
388116-27-6

indole-4-boronic acid pinacol ester

Conditions
ConditionsYield
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dimethyl sulfoxide at 90℃; for 4h;100%
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In dimethyl sulfoxide at 90℃; for 4h;100%
With tris-(dibenzylideneacetone)dipalladium(0); potassium acetate; XPhos In 1,4-dioxane at 110℃; for 20h; Miyaura borylation; Inert atmosphere;93%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

methyl iodide
74-88-4

methyl iodide

4-bromo-1-methyl-1H-indole
590417-55-3

4-bromo-1-methyl-1H-indole

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h;100%
Stage #1: 4-bromo-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Schlenk technique;
Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃; Schlenk technique;		100%
With sodium hydride In tetrahydrofuran at 20℃; for 4h;98%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-bromoindole-1-carboxylic acid tert-butyl ester
676448-17-2

4-bromoindole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 0.25h;100%
In dichloromethane at 20℃; for 8h;99%
With dmap In dichloromethane at 20℃; for 8h; Inert atmosphere;98%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

2-(tert-butyldimethylsilyloxy)ethyl bromide
86864-60-0

2-(tert-butyldimethylsilyloxy)ethyl bromide

4-bromo-1-[3-(tert-butyldimethylsilyloxy)prop-1-yl]-1H-indole
603305-12-0

4-bromo-1-[3-(tert-butyldimethylsilyloxy)prop-1-yl]-1H-indole

Conditions
ConditionsYield
Stage #1: 4-bromo-1H-indole With sodium hydride In DMF (N,N-dimethyl-formamide)
Stage #2: 2-(tert-butyldimethylsilyloxy)ethyl bromide In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 1h;		100%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

thiophenol
108-98-5

thiophenol

4-bromo-3-(phenylthio)-1H-indole
945000-87-3

4-bromo-3-(phenylthio)-1H-indole

Conditions
ConditionsYield
With iodine; potassium iodide In ethanol; water at 45℃; for 12.0833h;99.5%
With iodine; potassium iodide In ethanol; water at 20 - 60℃;92%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-bromobenzylamine
479423-30-8

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-4-bromobenzylamine

C20H20Br2N2O2

C20H20Br2N2O2

Conditions
ConditionsYield
With potassium fluoride; C46H34I4O6 In m-xylene at 20℃; for 12h; Friedel-Crafts Alkylation; Schlenk technique; enantioselective reaction;99%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate
155396-71-7

tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate

4-bromo-3-[phenyl(phenylsulfonyl)methyl]-1H-indole

4-bromo-3-[phenyl(phenylsulfonyl)methyl]-1H-indole

Conditions
ConditionsYield
With dipotassium peroxodisulfate In toluene at 20℃; for 48h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; regioselective reaction;99%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

ethyl indole-4-carboxylate
50614-84-1

ethyl indole-4-carboxylate

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine at 130℃; under 18751.5 Torr; for 20h;98%
...Expand
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

1-Bromopentane
110-53-2

1-Bromopentane

4-bromo-1-pentyl-1H-indole
912568-78-6

4-bromo-1-pentyl-1H-indole

Conditions
ConditionsYield
In N,N-dimethyl-formamide; mineral oil98%
Stage #1: 4-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 0 - 20℃; for 6h;		98%
Stage #1: 4-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 0 - 20℃; for 6h;		98%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

4-bromo-3-((trifluoromethyl)thio)-1H-indole

4-bromo-3-((trifluoromethyl)thio)-1H-indole

Conditions
ConditionsYield
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; phenylsilane In 1,4-dioxane at 40℃; Schlenk technique; Sealed tube; Inert atmosphere;98%
With trimethylphosphane In tetrahydrofuran at -78 - 20℃; for 52h; regioselective reaction;74%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

potassium phenyltrifluoborate

potassium phenyltrifluoborate

4-phenyl-1H-indole
35577-92-5

4-phenyl-1H-indole

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate In ethanol; water at 80℃; for 4h; Suzuki-Miyaura Coupling;98%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

4-bromo-3-chloro-1H-indole
1216305-58-6

4-bromo-3-chloro-1H-indole

Conditions
ConditionsYield
With N-chloro-succinimide In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;97%
With 1,3-dichloro-5,5-dimethylhydantoin In 1,4-dioxane at 25℃; for 3h;88%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

p-toluenesulfonylhydroxylamine
1593-60-8

p-toluenesulfonylhydroxylamine

4-bromo-3-(p-tolylthio)-1H-indole

4-bromo-3-(p-tolylthio)-1H-indole

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; iodine In butan-1-ol at 120℃; for 15h; Inert atmosphere; Sealed tube; regioselective reaction;97%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

formaldehyd
50-00-0

formaldehyd

dimethyl amine
124-40-3

dimethyl amine

4-bromogramine
64258-88-4

4-bromogramine

Conditions
ConditionsYield
In water; acetic acid for 48h; Ambient temperature;96.3%
With acetic acid In water at 0 - 25℃;
...Expand
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

carbon monoxide
201230-82-2

carbon monoxide

N-(1-methyl-2-phenylethyl)piperazine
14135-70-7

N-(1-methyl-2-phenylethyl)piperazine

(1H-indol-4-yl)-[4-(1-methyl-2-phenethyl)piperazin-1-yl]methanone

(1H-indol-4-yl)-[4-(1-methyl-2-phenethyl)piperazin-1-yl]methanone

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(benzonitrile)palladium(II) dichloride; triethylamine In toluene at 130℃; under 18751.5 Torr; for 20h;96%
...Expand
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

acetyl chloride
75-36-5

acetyl chloride

1-(4-bromo-1H-indol-3-yl)ethan-1-one
195874-03-4

1-(4-bromo-1H-indol-3-yl)ethan-1-one

Conditions
ConditionsYield
With tin(IV) chloride In toluene96%
With tin(IV) chloride In toluene at 0℃; for 2h; Friedel-Crafts reaction;95%
With tin(IV) chloride In toluene at 0℃; for 2h;75%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

thiophene-2-sulfonyl chloride
16629-19-9

thiophene-2-sulfonyl chloride

4-bromo-1-(2-thienylsulfonyl)-1H-indole
1001394-83-7

4-bromo-1-(2-thienylsulfonyl)-1H-indole

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water for 25h;96%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

4-Bromo-1-(tri-isopropylsilyl)-1H-indole
412048-44-3

4-Bromo-1-(tri-isopropylsilyl)-1H-indole

Conditions
ConditionsYield
Stage #1: 4-bromo-1H-indole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃;		96%
With sodium hydride In tetrahydrofuran at 0 - 20℃;88%
With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere; Cooling with ice;82%
With NaH In dichloromethane; N,N-dimethyl-formamide3.44 g (63%)
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

1‐(benzenesulfonyl)‐4‐bromo‐1H‐indole
412048-77-2

1‐(benzenesulfonyl)‐4‐bromo‐1H‐indole

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In dichloromethane at 20℃; for 1h;95%
Stage #1: 4-bromo-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: benzenesulfonyl chloride In tetrahydrofuran at 20℃; for 2h;		93%
Stage #1: 4-bromo-1H-indole With sodium hydride In tetrahydrofuran at 20℃; for 1h;
Stage #2: benzenesulfonyl chloride In tetrahydrofuran for 1h;		87%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

2-Bromoethyl methyl ether
6482-24-2

2-Bromoethyl methyl ether

4-bromo-1-(2-methoxyethyl)-1H-indole

4-bromo-1-(2-methoxyethyl)-1H-indole

Conditions
ConditionsYield
Stage #1: 4-bromo-1H-indole With sodium hydride In 1,2-dimethoxyethane; dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 2-Bromoethyl methyl ether In 1,2-dimethoxyethane; dimethyl sulfoxide at 20℃;		95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

pyridine-3-sulfonyl chloride hydrochloride
42899-76-3

pyridine-3-sulfonyl chloride hydrochloride

4-bromo-1-(pyridine-3-ylsulfonyl)-1H-indole
1001394-86-0

4-bromo-1-(pyridine-3-ylsulfonyl)-1H-indole

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water for 0.75h;95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

benzaldehyde
100-52-7

benzaldehyde

C23H16Br2N2
1338069-91-2

C23H16Br2N2

Conditions
ConditionsYield
With C20H24Cl2N2O2Zr In ethanol at 25 - 27℃; for 0.416667h;95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

4-(pyridin-3-yl)-1H-indole
108378-92-3

4-(pyridin-3-yl)-1H-indole

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); N,N,N′,N′-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine; potassium carbonate In N,N-dimethyl acetamide; butan-1-ol at 110℃; for 20h; Suzuki Coupling; Inert atmosphere;95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

C17H18O5

C17H18O5

C24H20BrNO4

C24H20BrNO4

Conditions
ConditionsYield
In acetonitrile at 70℃; for 0.5h;95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

bromethyl methyl ether
13057-17-5

bromethyl methyl ether

C10H10BrNO
1531618-73-1

C10H10BrNO

Conditions
ConditionsYield
Stage #1: 4-bromo-1H-indole With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: bromethyl methyl ether In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0 - 23℃; for 1h;		95%
4-bromo-1H-indole
52488-36-5

4-bromo-1H-indole

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

4-bromo-3-(phenylthio)-1H-indole
945000-87-3

4-bromo-3-(phenylthio)-1H-indole

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction;95%

4-Bromoindole Chemical Properties

The Molecular Structure of 4-Bromoindole (CAS NO.52488-36-5):

Empirical Formula: C8H6BrN
Molecular Weight: 196.0439 
IUPAC Name: 4-bromo-1H-indole
Appearance: Clear yellowish-green or dark brown liquid
Product Categories: blocks;Bromides;IndolesOxindoles;Indole/indoline/oxindole;Indoles and derivatives;pharmacetical;Heterocycles series;Halides;Pyrroles & Indoles;Indole;Indoles;Indole Derivatives;Simple Indoles;Pyrroles & Indoles;Halogenated Heterocycles;Heterocyclic Building Blocks;IndolesBuilding Blocks
Nominal Mass: 195 Da
Average Mass: 196.0439 Da
Monoisotopic Mass: 194.968354 Da 
Index of Refraction: 1.711
Molar Refractivity: 46.21 cm3
Molar Volume: 118 cm3
Surface Tension: 54.8 dyne/cm
Density: 1.66 g/cm3
Flash Point: 145.5 °C
Enthalpy of Vaporization: 53.61 kJ/mol
Boiling Point: 316.9 °C at 760 mmHg
Vapour Pressure: 0.000738 mmHg at 25°C 
Refractive index: n20/D 1.655(lit.)
Storage temp: 0-6°C
Sensitive: Light Sensitive 

4-Bromoindole Uses

 4-Bromoindole (CAS NO.52488-36-5) is used as organic intermediates.

4-Bromoindole Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
Hazard Note: Keep Cold/Light Sensitive
HazardClass: irritant, keep cold

4-Bromoindole Specification

 4-Bromoindole (CAS NO.52488-36-5) is also called as 4-bromoindole97% ; 4-bromoindole,98% ; 4-Bromo-1h-indole,4-bromoindole ; 4-Bromo-1h-indazole ; 4-Bromo-indole pure .

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