5-Aminoindole
- Name 5-Aminoindole
- CAS 5192-03-0
- Purity 99%
Product Details
Cost-effective and customizable 5-Aminoindole 5192-03-0 in stock
- Molecular Formula: C8H8N2
- Molecular Weight: 132.165
- Appearance/Colour: Grey Crystals
- Vapor Pressure: 3.46E-05mmHg at 25°C
- Melting Point: 131-133 °C (dec.)(lit.)
- Refractive Index: 1.757
- Boiling Point: 354 °C at 760 mmHg
- PKA: 17.39±0.30(Predicted)
- Flash Point: 195 °C
- PSA： 41.81000
- Density: 1.268 g/cm3
- LogP: 2.33130
5-Aminoindole(Cas 5192-03-0) Usage
|
Definition |
ChEBI: An indolamine carrying an amino group at position 5. |
InChI:InChI=1/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
5192-03-0 Relevant articles
Chemoselective transfer hydrogenation to nitroarenes mediated by oxygen-implanted MoS2
Zhang, Chaofeng,Wang, Xu,Li, Mingrun,Zhang, Zhixin,Wang, Yehong,Si, Rui,Wang, Feng
, p. 1569 - 1577 (2016)
We present an efficient approach for the...
Palladium-catalyzed regioselective C2-arylation of 5-aminoindole
Taskesenligil, Yunus,Lafzi, Ferruh,Kilic, Haydar,Saracoglu, Nurullah
, p. 3289 - 3296 (2019)
Pd(II)-catalyzed C-H arylations of 5-ami...
Aluminum Metal-Organic Framework-Ligated Single-Site Nickel(II)-Hydride for Heterogeneous Chemoselective Catalysis
Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Dwivedi, Ashutosh,Manna, Kuntal
, p. 3943 - 3957 (2021/04/12)
The development of chemoselective and he...
N-(3-cyano-1H-indol-5-yl)isonicotinamide and N-(3-cyano-1H-indol-5-yl)-1H-benzo[d]imidazole-5-carboxamide derivatives: Novel amide-based xanthine oxidase inhibitors
Tu, Shun,Zhang, Ting-jian,Zhang, Yi,Zhang, Xu,Zhang, Zhen-hao,Meng, Fan-hao
, (2021/07/31)
Our previous work demonstrated that amid...
A novel water-dispersible and magnetically recyclable nickel nanoparticles for the one-pot reduction-Schiff base condensation of nitroarenes in pure water
Ghamari Kargar, Pouya,Ravanjamjah, Asiye,Bagherzade, Ghodsieh
, p. 1916 - 1933 (2021/07/10)
In this work, a heterogeneous nanocataly...
Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications
Zhao, Lixing,Hu, Chenyang,Cong, Xuefeng,Deng, Gongda,Liu, Liu Leo,Luo, Meiming,Zeng, Xiaoming
supporting information, p. 1618 - 1629 (2021/01/25)
Transition metal catalysis that utilizes...
5192-03-0 Process route
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6146-52-7
5-nitroindole
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5192-03-0
5-amino-1H-indole
| Conditions | Yield |
|---|---|
|
With
hydrazine hydrate;
at 90 ℃;
for 1.5h;
chemoselective reaction;
|
99%
|
|
With
C20H32Cl4Cu2N4O4;
In
water;
at 60 ℃;
for 2h;
Inert atmosphere;
Schlenk technique;
|
99%
|
|
With
ammonia borane; cetyltrimethylammonim bromide; [Ru(p-cymene)(2,6-bis(1-methylimidazole-2-thione)pyridine)](PF6)2;
In
water; acetonitrile;
at 79.84 ℃;
for 24h;
Inert atmosphere;
Schlenk technique;
|
99%
|
|
With
hydrogen;
at 130 ℃;
for 6h;
under 750.075 Torr;
chemoselective reaction;
|
99%
|
|
With
hydrogen;
palladium on activated charcoal;
In
ethanol;
at 40 ℃;
for 6h;
|
98%
|
|
With
TPGS-750-M; ammonium chloride; zinc;
In
water;
at 20 ℃;
for 6h;
chemoselective reaction;
Green chemistry;
|
98%
|
|
With
hydrazine hydrate;
In
ethanol;
at 20 ℃;
for 7h;
chemoselective reaction;
|
98%
|
|
With
silver tetrafluoroborate; 4,4'-Dimethoxy-2,2'-bipyridin; potassium tert-butylate; hydrogen;
In
1,4-dioxane;
at 80 ℃;
for 24h;
under 30003 Torr;
Autoclave;
|
98%
|
|
With
iron(III)-acetylacetonate; hydrazine hydrate;
In
methanol;
at 150 ℃;
Microwave irradiation;
Green chemistry;
|
97%
|
|
With
iron(III)-acetylacetonate; hydrazine hydrate;
In
methanol;
at 150 ℃;
for 0.133333h;
chemoselective reaction;
Microwave irradiation;
|
97%
|
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 20 ℃;
for 12h;
under 760.051 Torr;
|
97%
|
|
With
hydrogen;
In
ethanol; ethyl acetate;
under 22502.3 Torr;
|
96%
|
|
With
hydrogen;
In
tetrahydrofuran; water;
at 120 ℃;
for 15h;
under 37503.8 Torr;
chemoselective reaction;
|
95%
|
|
With
sodium tetrahydroborate;
In
water;
at 20 ℃;
for 0.583333h;
Green chemistry;
|
95%
|
|
With
hydrogen;
In
methanol; ethyl acetate;
at 80 ℃;
for 0.333333h;
chemoselective reaction;
Flow reactor;
Green chemistry;
|
95%
|
|
With
sodium tetrahydroborate;
In
methanol; water;
at 0 - 50 ℃;
for 2h;
|
94%
|
|
With
sodium tetrahydroborate;
In
water;
at 20 ℃;
for 1h;
|
94%
|
|
With
hydrogen;
5%-palladium/activated carbon;
In
ethanol;
for 3h;
under 2068.65 Torr;
|
92.5%
|
|
With
5%-palladium/activated carbon; hydrogen;
In
ethanol;
for 3h;
under 2068.65 Torr;
|
92.5%
|
|
With
Zr12(μ3-O)5[(μ3-O)CoCl]8[(μ2-O)2(μ3-O)CoCl]3Li3(triphenyldicarboxylate)9; hydrogen; sodium triethylborohydride;
In
toluene;
at 110 ℃;
for 42h;
under 30003 Torr;
Catalytic behavior;
Inert atmosphere;
Schlenk technique;
|
92%
|
|
With
methanol; sodium t-butanolate;
In
1,4-dioxane;
at 80 ℃;
for 8h;
Reagent/catalyst;
|
92%
|
|
With
copper(II) phthalocyanine; hydrazine hydrate;
In
ethylene glycol;
at 90 ℃;
for 2h;
chemoselective reaction;
|
91%
|
|
With
sodium tetrahydroborate;
In
tetrahydrofuran; water;
at 20 ℃;
for 10h;
|
91.2%
|
|
With
aluminum oxide; ammonium formate; potassium hydroxide;
In
neat (no solvent);
for 1.5h;
Milling;
|
91%
|
|
With
hydrogen;
In
tetrahydrofuran; water;
at 120 ℃;
for 20h;
under 15001.5 Torr;
Autoclave;
|
91%
|
|
With
sodium tetrahydroborate; PdCu/graphene (2 mol % Pd);
In
ethanol; water;
at 0 - 50 ℃;
|
90%
|
|
With
sodium tetrahydroborate;
In
water;
at 60 ℃;
for 0.3h;
Sonication;
|
90%
|
|
With
borane-ammonia complex; copper(II) oxide;
In
methanol;
at 50 ℃;
for 0.333333h;
|
90%
|
|
With
(phthalocyaninato)iron(II); diphenylsilane;
In
ethanol;
at 100 ℃;
for 24h;
|
88%
|
|
With
C20H24ClNO2Ru; isopropyl alcohol; potassium hydroxide;
at 89.84 ℃;
for 3h;
Sealed tube;
Green chemistry;
|
88%
|
|
With
5%-palladium/activated carbon; hydrogen;
In
ethanol;
at 25 ℃;
for 18h;
under 2068.65 Torr;
|
87.1%
|
|
With
formic acid; tris(2-diphenylphosphinoethyl)phosphine;
In
ethanol;
at 70 ℃;
for 0.666667h;
|
85%
|
|
With
sodium tetrahydroborate; water;
at 20 ℃;
for 0.5h;
Catalytic behavior;
Green chemistry;
|
85%
|
|
With
hydrogen; triethylamine;
In
ethanol; water;
at 110 ℃;
for 44h;
under 30003 Torr;
Autoclave;
|
83%
|
|
With
hydrazine;
palladium 10% on activated carbon;
In
ethanol;
for 2h;
Reflux;
|
81%
|
|
With
C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane;
In
tetrahydrofuran;
at 60 ℃;
for 24h;
chemoselective reaction;
Inert atmosphere;
|
81%
|
|
With
aluminium trichloride; water; zinc;
In
tetrahydrofuran;
at 20 ℃;
for 5h;
|
80%
|
|
With
hydrazine hydrate;
at 100 ℃;
for 2.16667h;
|
80%
|
|
With
sodium tetrahydroborate; C27H25Cl2NO2Ru; cetyltrimethylammonim bromide;
In
water;
at 20 ℃;
for 7h;
Inert atmosphere;
Schlenk technique;
|
80%
|
|
With
hydrazine hydrate;
In
ethanol;
at 80 ℃;
for 1h;
chemoselective reaction;
Inert atmosphere;
|
79%
|
|
With
chlorobis(cyclooctene)rhodium(I) dimer;
In
N,N-dimethyl-formamide;
at 120 ℃;
for 24h;
pH=2.25;
Inert atmosphere;
|
67%
|
|
With
2-amino-4(3H)-quinazolinone; potassium carbonate; hydrazine hydrate;
In
methanol;
at 100 ℃;
for 12h;
|
66%
|
|
With
hydrogenchloride; gallium;
In
ethanol;
at 20 ℃;
for 0.5h;
Sonication;
|
62%
|
|
With
palladium 10% on activated carbon; hydrogen;
In
methanol;
at 20 ℃;
for 24h;
|
60%
|
|
With
ammonium formate;
carbon palladium;
In
tetrahydrofuran; methanol;
|
55%
|
|
With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
for 2.5h;
under 1551.49 Torr;
|
53%
|
|
With
palladium 10% on activated carbon; hydrogen;
In
ethanol;
for 2.5h;
under 1551.49 Torr;
|
53%
|
|
5-nitroindole;
With
hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron;
In
water;
at 20 ℃;
for 0.5h;
With
sodium hydrogencarbonate;
In
water;
chemoselective reaction;
|
51%
|
|
With
iron(III) chloride; N,N-Dimethylhydrazine;
In
methanol;
at 85 ℃;
for 44h;
|
29%
|
|
With
ethanol; nickel; hydrazine hydrate;
|
|
|
With
ethanol; platinum;
Hydrogenation;
|
|
|
With
hydrogen;
5%-palladium/activated carbon;
In
ethyl acetate;
at 20 ℃;
for 3h;
under 2280.15 Torr;
|
|
|
With
iron; ammonium chloride;
In
ethanol; water;
for 2h;
Reflux;
Inert atmosphere;
|
|
|
With
hydrogen;
5% palladium over charcoal;
In
ethyl acetate;
at 20 ℃;
for 1.5h;
under 2280.15 Torr;
|
|
|
With
(phthalocyaninato)iron(II); hydrazine hydrate;
In
H20; ethanol;
at 120 ℃;
chemoselective reaction;
|
99 %Chromat.
|
|
With
hydrazine hydrate;
In
tetrahydrofuran;
at 100 ℃;
for 10h;
chemoselective reaction;
|
95 %Chromat.
|
|
With
hydrogen;
at 150 ℃;
for 6h;
under 4560.31 Torr;
chemoselective reaction;
Autoclave;
|
95 %Chromat.
|
|
With
palladium 10% on activated carbon; hydrogen;
at 30 - 40 ℃;
|
|
|
With
zinc phthalocyanine; hydrazine hydrate;
In
PEG-400;
at 100 ℃;
for 8h;
|
60 %Chromat.
|
|
With
formic acid; [Mo3S4H3(dmpe)3](BPh4); triethylamine;
In
tetrahydrofuran;
at 70 ℃;
for 18h;
chemoselective reaction;
Inert atmosphere;
|
95 %Chromat.
|
|
With
methanol;
at 70 ℃;
for 1h;
under 760.051 Torr;
chemoselective reaction;
Inert atmosphere;
|
|
|
With
sodium tetrahydroborate; PdCu/graphene (2 mol % Pd);
In
ethanol; water;
at 0 ℃;
for 1.5h;
Heating;
|
152.2 mg
|
|
With
iron; ammonium chloride;
In
ethanol; water;
for 4h;
Reflux;
Inert atmosphere;
|
|
|
With
bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,10-Phenanthroline; isopropyl alcohol; potassium hydroxide;
at 100 ℃;
for 8h;
Inert atmosphere;
Schlenk technique;
|
57 %Chromat.
|
|
With
Et4N[Co(N2,N6-di-(pyridin-2-yl)pyridine-2,6-dicarboxamide)2(CoCl2)2]*4H2O; hydrazine hydrate;
In
ethanol;
at 60 ℃;
for 6h;
Reagent/catalyst;
Catalytic behavior;
Mechanism;
Schlenk technique;
Inert atmosphere;
|
95 %Chromat.
|
|
With
sodium tetrahydroborate;
In
tetrahydrofuran; water;
at 25 ℃;
for 1h;
Catalytic behavior;
Sealed tube;
Sonication;
|
|
|
With
molybdenum(IV) dioxide; hydrazine hydrate;
In
ethanol;
at 50 ℃;
for 1.5h;
|
92 %Chromat.
|
|
With
hydrazine hydrate;
In
ethanol;
at 50 ℃;
for 1.5h;
|
|
|
With
hydrogen;
In
ethanol;
for 5h;
under 13501.4 Torr;
Heating;
|
|
|
With
ammonium formate; cetyltrimethylammonim bromide;
In
water;
at 130 ℃;
for 6h;
Inert atmosphere;
|
80.6 %Chromat.
|
|
With
ammonium formate; cetyltrimethylammonim bromide;
In
water;
at 130 ℃;
for 6h;
Inert atmosphere;
Sealed tube;
|
|
|
With
palladium 10% on activated carbon; hydrazine hydrate;
In
ethanol;
for 0.166667h;
Reflux;
|
|
|
With
hydrogen;
In
1,4-dioxane; dodecane;
at 149.84 ℃;
for 10h;
under 22502.3 Torr;
chemoselective reaction;
Autoclave;
|
|
|
With
sodium tetrahydroborate;
In
methanol;
at 30 ℃;
for 0.5h;
|
|
|
With
hydrazine hydrate monohydrate; copper(II) oxide/zinc oxide composite;
In
acetonitrile;
at 20 ℃;
for 12h;
Catalytic behavior;
Irradiation;
Inert atmosphere;
|
81 %Spectr.
|
|
With
6Zr(4+)*C20H12O4(2-)*14O(2-)*3Co(2+); hydrogen; sodium triethylborohydride;
In
toluene;
at 115 ℃;
for 42h;
under 30003 Torr;
Glovebox;
Inert atmosphere;
|
60 %Spectr.
|
|
With
water; iron; ammonium chloride;
In
ethanol;
for 2h;
Reflux;
Inert atmosphere;
|
3.6 g
|
|
With
sodium tetrahydroborate; bis(4,4,4',4'-tetramethyl-2,2'-bisoxazoline)(2,2'-bipyridine)ruthenium(II) hexafluorophosphate;
In
ethanol; acetonitrile;
at 20 ℃;
for 3h;
Irradiation;
|
|
|
With
nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine;
In
2,2,2-trifluoroethanol;
at 120 ℃;
for 24h;
under 37503.8 Torr;
chemoselective reaction;
|
76 %Chromat.
|
|
With
hydrogen;
In
water;
at 35 ℃;
for 15h;
pH=7.0;
|
|
|
With
palladium 10% on activated carbon;
In
ethanol;
at 20 ℃;
for 16h;
|
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6405-28-3
N-benzyliminodipropionic acid
-
-
6146-52-7
5-nitroindole
-
-
5192-03-0
5-amino-1H-indole
| Conditions | Yield |
|---|---|
|
5-nitroindole;
With
hydrogen;
palladium on activated carbon;
In
ethyl acetate;
at 20 ℃;
for 1.5h;
under 2280.15 Torr;
N-benzyliminodipropionic acid;
With
1,1'-carbonyldiimidazole;
In
tetrahydrofuran;
for 3h;
Heating / reflux;
With
lithium aluminium tetrahydride; sulfuric acid; ammonium formate;
palladium on activated carbon;
more than 3 stages;
|
5192-03-0 Upstream products
-
6146-52-7
5-nitroindole
-
33632-27-8
1-(5-nitro-2,3-dihydroindol-1-yl)ethanone
-
87240-07-1
7-bromo-5-nitro-1H-indole
-
37877-90-0
5-phenylazoindole
5192-03-0 Downstream products
-
6019-39-2
N-(1H-indol-5-yl)benzamide
-
118142-44-2
(1H-Indol-5-yl)-(1-phenethyl-piperidin-4-ylidene)-amine
-
136633-55-1
9-(5-indolyl)aminoacridine
-
134757-48-5
C23 H23 N5 O5
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Purity：99%
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