Indole-2-carboxylic acid supplier

Name
Indole-2-carboxylic acid
EINECS 216-030-4
CAS No. 1477-50-5
Article Data98
CAS DataBase
Density 1.408 g/cm³
Solubility
Melting Point 202-206 °C(lit.)
Formula C₉H₇NO₂
Boiling Point 419.6 °C at 760 mmHg
Molecular Weight 161.16
Flash Point 207.6 °C
Transport Information
Appearance Off-white crystal powder
Safety 22-24/25
Risk Codes 36/37/38-21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1H-Indole-2-carboxylic acid (9CI);1H-indole-2-carboxylate;2-Carboxyindole;2-Indole carboxylic acid,methyl ester;2-Indolecarboxylic acid:Indole-2-carboxylic acid;indole-2-formic acid;Indole-2-carboxlicacid;1H-2-Indolecarboxylic acid;
PSA 53.09000
LogP 1.86610

Synthetic route

: 3770-50-1
2-carbethoxyindole

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 120℃; for 0.5h;	99.9%
With sodium hydroxide In ethanol; water at 70℃; for 2h;	97%
With sodium hydroxide at 200℃; for 0.0166667h; Irradiation; microwave;	94%

: 40899-93-2
1-(phenylsulfonyl)-1H-indole-2-carboxylic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With sodium t-butanolate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;	98%

: 5461-32-5
o-nitrophenylpyruvic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With sodium dithionite In 1,4-dioxane; water for 3h; Reflux;	96%
With sodium hydroxide; sodium dithionite

: 16851-56-2
indolin-2-yl carboxylic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium tert-butylate In decane at 150℃; for 36h; Inert atmosphere; Schlenk technique;	96%
With carbon dioxide; DBN; Eosin Y In dimethyl sulfoxide at 25 - 30℃; for 48h; Irradiation;	91%
With 4-tert-Butylcatechol; oxygen In water at 20℃; for 20h; Green chemistry;	80%
With perylene diimide covalent immobilized to SiO2 nanospheres; air In N,N-dimethyl acetamide at 20℃; UV-irradiation;	67%
With oxygen at 80℃; under 760.051 Torr; for 6h; Catalytic behavior; Green chemistry; chemoselective reaction;

: (4Z)-4-[(2-bromophenyl)methylene]-2-phenyl-1,3-oxazole-5-one

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With methanol; potassium carbonate; copper(I) bromide In N,N-dimethyl-formamide at 20 - 120℃; Reagent/catalyst; Temperature; Solvent;	95%

: 52900-69-3, 77435-90-6, 82301-55-1
(Z)-2-phenyl-4-(2-chlorobenzylidene)-(4H)-1,3-oxazol-5-one

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With methanol; copper; sodium carbonate In toluene at 20 - 120℃;	90%

: 127-17-3
2-oxo-propionic acid

: 615-36-1
2-bromoaniline

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium phosphate; bis(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)palladium(0) In 1,4-dioxane at 100℃; for 10h; Inert atmosphere;	89%

: 124-38-9
carbon dioxide

: 139409-34-0
2-bromo-1H-indole

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-1H-indole With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #3: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;	85%

: n-butyl 1-(pyrimidin-2-yl)-1H-indole-2-carboxylate

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With sodium ethanolate In ethanol; dimethyl sulfoxide at 100℃; for 11h; regioselective reaction;	84%

: 615-43-0
2-iodophenylamine

: 127-17-3
2-oxo-propionic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃;	82%
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃; Inert atmosphere; regioselective reaction;	82%

: 19005-93-7
1H-indol-2-ylcarboxaldehyde

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With oxygen; acetic anhydride; CoCl2 In 1,2-dichloro-ethane at 25℃;	77%

: 784-98-5
ethyl 2-nitrophenylpyruvate keto tautomer

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In water at 70℃; under 3000.3 Torr; for 8h; Temperature; Pressure;	70%
Multi-step reaction with 2 steps 1: platinum; acetic acid / Hydrogenation 2: aqueous NaOH View Scheme
With hydrogen at 50 - 60℃; under 9750.98 - 10501.1 Torr; Autoclave;

: 26340-49-8
2-iodo-1H-indole

: 124-38-9
carbon dioxide

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-iodo-1H-indole With n-butyllithium In tetrahydrofuran Stage #2: carbon dioxide In tetrahydrofuran	61%

: 3770-50-1
2-carbethoxyindole

: 110-53-2
1-Bromopentane

A: 1477-50-5
Indole-2-carboxylic acid

B: ethyl 1-pentyl-1H-indole-2-carboxylate

Conditions

Conditions	Yield
Stage #1: 2-carbethoxyindole With potassium hydroxide In water; acetone at 20℃; for 0.5h; Stage #2: 1-Bromopentane In water; acetone at 20℃; for 8h;	A 30% B 60%

...Expand

: 58881-41-7
6H,13H-pyrazino<1,2-a:4,5-a'>diindole-6,13-dione

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With lithium hydroxide In tetrahydrofuran at 20℃; for 2h;	57%

: 3-(2-nitrophenyl)-2-oxopropanoic sodium salt

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide; hydrogen In methanol pH=7.5;	56%

: 3770-50-1
2-carbethoxyindole

A: 120-72-9
indole

B: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With sodium acetate In water at 255℃; for 0.333333h; Product distribution; Irradiation; microwave; various equivalents and molarity of NaOAc; effect of temp., and time;	A 45% B 55%

: 86302-43-4
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 552-89-6
2-nitro-benzaldehyde

A: 120-72-9
indole

B: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With 1,2-dichloro-benzene; triphenylphosphine for 15h; Reflux;	A 29% B 27%

...Expand

: 120-72-9
indole

A: 1477-50-5
Indole-2-carboxylic acid

B: 771-50-6
1H-indole-3-carboxylic acid

Conditions

Conditions	Yield
With sodium at 230 - 250℃; im Kohlendioxyd-Strom; zuletzt bei 300grad;

: 95-20-5
2-methyl-1H-indole

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide beim Schmelzen;

: 37842-85-6
1-acetyl-2-methylindole

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide beim Schmelzen;

: 942-01-8
1,2,3,4-tetrahydrocarbazole

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide beim Schmelzen;

: 16264-71-4
1-hydroxy-1H-indole-2-carboxylic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid; zinc
With sodium amalgam

: 105911-78-2
1-acetyl-3-hydroxy-indoline-2-carboxylic acid ethyl ester

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 91486-86-1
ethyl 2-(3-N,N-diethylaminomethylindole)carboxylate

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With barium dihydroxide

: 610-33-3
(2-nitro-phenyl)-glyoxylic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid; zinc
With ammonia; iron(II) sulfate

: 2-amino-α-methoxy-cinnamic acid

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
beim Erhitzen ueber den Schmelzpunkt;
With sulfuric acid
With hydrogenchloride
beim Erhitzen ueber den Schmelzpunkt;

: 1-(2-indol-2-yl-2-oxo-ethyl)-pyridinium; bromide

: 100-52-7
benzaldehyde

A: 1477-50-5
Indole-2-carboxylic acid

B: 6318-99-6
1-(2-hydroxy-2-phenylethyl)pyridinium bromide

Conditions

Conditions	Yield
With sodium hydroxide

...Expand

: 5435-44-9, 22243-66-9
(E)-3-Ureido-but-2-enoic acid ethyl ester

: 4792-54-5
ethyl pyruvate phenylhydrazone

A: 1477-50-5
Indole-2-carboxylic acid

B: 3770-50-1
2-carbethoxyindole

Conditions

Conditions	Yield
at 195℃; α-form;

...Expand

: 146-48-5
Yohimbine

: 1477-50-5
Indole-2-carboxylic acid

Conditions

Conditions	Yield
at 240 - 280℃; bei der Kalischmelze;neben anderen Produkten;

: 186581-53-3, 908094-01-9
diazomethane

: 1477-50-5
Indole-2-carboxylic acid

: 1202-04-6
indole-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In diethyl ether	100%
With acetic acid In diethyl ether at -20℃;	100%
In diethyl ether at 0℃;	97%
With diethyl ether

: 67-56-1
methanol

: 1477-50-5
Indole-2-carboxylic acid

: 1202-04-6
indole-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 24h; Heating;	100%
Stage #1: methanol; Indole-2-carboxylic acid With sulfuric acid for 12h; Heating / reflux; Stage #2: In methanol; water pH=7;	100%
With sulfuric acid for 24h; Reflux;	99%

: 1477-50-5
Indole-2-carboxylic acid

: 64-17-5
ethanol

: 3770-50-1
2-carbethoxyindole

Conditions

Conditions	Yield
With hydrogenchloride for 24h; Heating / reflux;	100%
With thionyl chloride In methanol at 0℃; Reflux;	99%
With thionyl chloride for 2.25h; Cooling with ice; Reflux;	99%

: 1477-50-5
Indole-2-carboxylic acid

: sec-Butyl-(2-piperazin-1-yl-pyridin-3-yl)-amine

: 1-(indolyl-2-carbonyl)-4-<3-<(1-methylpropyl)amino>-2-pyridyl>piperazine

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran for 4h; Ambient temperature;	100%

: 1477-50-5
Indole-2-carboxylic acid

: 305324-48-5
4-[(tert-butoxy)carbonyl]-1-[(4-methoxyphenyl)methyl]-6-(phenylmethyl)piperazin-2-one

: 16F7

Conditions

Conditions	Yield
Stage #1: 4-[(tert-butoxy)carbonyl]-1-[(4-methoxyphenyl)methyl]-6-(phenylmethyl)piperazin-2-one With hydrogenchloride In ethyl acetate deprotection; Stage #2: Indole-2-carboxylic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine Acylation;	100%

: 1477-50-5
Indole-2-carboxylic acid

: 1504-58-1
3-Phenyl-2-propyn-1-ol

: 3-phenylprop-2-yn-1-yl 1H-indole-2-carboxylate

Conditions

Conditions	Yield
Stage #1: Indole-2-carboxylic acid With dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.166667h; Stage #2: 3-Phenyl-2-propyn-1-ol With dmap In dichloromethane at 0℃; for 2h;	100%

: 1477-50-5
Indole-2-carboxylic acid

: methyl 4-(1-(N-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-3-carboxamido)cyclopropyl)benzoate dihydrochloride

: methyl 4-(1-(5-(1H-indole-2-carbonyl)-N-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-3-carboxamido)cyclopropyl)benzoate

Conditions

Conditions	Yield
Stage #1: Indole-2-carboxylic acid With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.25h; Stage #2: methyl 4-(1-(N-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-3-carboxamido)cyclopropyl)benzoate dihydrochloride In N,N-dimethyl-formamide for 1h;	100%

: 1477-50-5
Indole-2-carboxylic acid

: 74-88-4
methyl iodide

: 37493-34-8
methyl 1-methyl-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	99%
Stage #1: Indole-2-carboxylic acid With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Metallation; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 5h; Alkylation;	72.4%
In N-methyl-acetamide	1.70 g (72.4%)

: 1477-50-5
Indole-2-carboxylic acid

: 100-46-9
benzylamine

: 69808-76-0
N-benzyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With Bromotrichloromethane; 4-(diphenylphosphino)-benzyltrimethylammonium bromide; triethylamine In tetrahydrofuran; dichloromethane at 60℃; for 6h; Inert atmosphere;	99%
Stage #1: Indole-2-carboxylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.5h; Stage #2: benzylamine In tetrahydrofuran at 20℃; for 24h;	95%
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) In N,N-dimethyl-formamide at 20℃;	74%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 25℃; for 4h;	70%

: 1477-50-5
Indole-2-carboxylic acid

: 591-50-4
iodobenzene

: 16096-33-6
1-phenyl-1H-indole

Conditions

Conditions	Yield
With copper(I) oxide; potassium phosphate In 1-methyl-pyrrolidin-2-one at 160℃; for 12h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;	99%

: 147081-59-2
tert-butyl (3S)-3-(methylamino)pyrrolidine-1-carboxylate

: 1477-50-5
Indole-2-carboxylic acid

: tert-butyl (3S)-3-[1H-indole-2-carbonyl(methyl)amino]pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 12h;	99%

: 1477-50-5
Indole-2-carboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 156571-69-6
N-methoxy-N-methyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h;	98.3%
Stage #1: Indole-2-carboxylic acid; N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane for 0.0833333h; Stage #2: With dicyclohexyl-carbodiimide In dichloromethane for 3h;	96%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 4h;	87%

: 1477-50-5
Indole-2-carboxylic acid

: 58881-45-1
Indole-2-carbonyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 40℃; for 1.5h;	98%
With thionyl chloride In diethyl ether at 20℃; for 12h;	96%
With thionyl chloride In dichloromethane at 70℃; for 2h;	95%

: 1477-50-5
Indole-2-carboxylic acid

: 4244-84-2
ethyl β-alaninate hydrochloride

: 68724-78-7
3-[(1H-indole-2-carbonyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 24h;	98%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 24h; Condensation;	95%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere;	90%

: 1477-50-5
Indole-2-carboxylic acid

: 65473-13-4
N-methyl-1-naphthalenemethylamine hydrochloride

: 1H-indole-2-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 4.5h; Condensation;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 13325-10-5
4-Aminobutanol

: 600709-74-8
N-(4-hydroxybutyl)-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	98%
Stage #1: Indole-2-carboxylic acid With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Stage #2: 4-Aminobutanol In dichloromethane at 20℃;	93%
Stage #1: Indole-2-carboxylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: 4-Aminobutanol In dichloromethane at 20℃; for 16h; Inert atmosphere;	93%

: 1477-50-5
Indole-2-carboxylic acid

: 924-73-2
3-amino-propionic acid ethyl ester

: 68724-78-7
3-[(1H-indole-2-carbonyl)amino]propionic acid ethyl ester

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane	98%
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide at 20℃;

: 1477-50-5
Indole-2-carboxylic acid

: 2759-28-6
1-phenylmethylpiperazine

: 2-(4-benzylpiperazin-1-yl)carbonyl indole hydrochloride

Conditions

Conditions	Yield
With thionyl chloride In toluene	98%

: 1477-50-5
Indole-2-carboxylic acid

: 98729-72-7
N-[(4-methoxyphenyl)methyl]prop-2-yn-1-amine

: 1250829-42-5
N-(4-methoxybenzyl)-N-propargyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
Stage #1: Indole-2-carboxylic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; Reflux; Stage #2: N-(4-methoxybenzyl)prop-2-yn-1-amine With triethylamine In dichloromethane at 0 - 20℃; for 1h;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 892594-94-4
N-(4-methylbenzyl)prop-2-yn-1-amine

: 1250829-43-6
N-(4-methylbenzyl)-N-propargyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
Stage #1: Indole-2-carboxylic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; Reflux; Stage #2: N-(4-methylbenzyl)prop-2-yn-1-amine With triethylamine In dichloromethane at 0 - 20℃; for 1h;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 22483-09-6
2,2-dimethoxyethylamine

: N-(2,2-dimethoxyethyl)-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 25℃; for 2h;	98%
With 1,1'-carbonyldiimidazole In 1,4-dioxane at 70℃; for 3h;

: 1477-50-5
Indole-2-carboxylic acid

: 39033-45-9
3,3-dichloro-2,3-dihydro-1H-indol-2-one

Conditions

Conditions	Yield
With 1,3-dichloro-5,5-dimethylhydantoin In ethyl acetate at 20℃;	98%
Multi-step reaction with 2 steps 1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C 2: 1,3-dichloro-5,5-dimethylhydantoin / ethyl acetate / 20 °C View Scheme

: 1477-50-5
Indole-2-carboxylic acid

: 5680-80-8
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

: methyl (1H-indole-2-carbonyl)-L-serinate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 18h;	98%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 24h;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 586-78-7
para-nitrophenyl bromide

: 65439-85-2
1-(4-nitrophenyl)-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With quebrachitol; copper; caesium carbonate In water; dimethyl sulfoxide at 100℃; Ullmann Condensation; Inert atmosphere; Green chemistry;	98%
With copper; caesium carbonate; methyl-alpha-D-glucopyranoside In water; dimethyl sulfoxide at 100℃; Sealed tube; Green chemistry;	91%

: 1477-50-5
Indole-2-carboxylic acid

: 585-76-2
m-bromobenzoic acid

: 1-(3-carboxyphenyl)-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With quebrachitol; copper; caesium carbonate In water; dimethyl sulfoxide at 100℃; Ullmann Condensation; Inert atmosphere; Green chemistry;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 91-56-5
indole-2,3-dione

Conditions

Conditions	Yield
With oxygen; Rose Bengal lactone In water; N,N-dimethyl-formamide for 48h; Inert atmosphere; Irradiation;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 2788-84-3
(S)-serine methyl ester

: methyl (1H-indole-2-carbonyl)-L-serinate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 18h;	98%

: 1477-50-5
Indole-2-carboxylic acid

: 1021167-64-5
(E)-methyl 2-((methylamino)methyl)-3-phenylacrylate

: C21H20N2O3

Conditions

Conditions	Yield
Stage #1: Indole-2-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 20℃; for 0.416667h; Michael Addition; Inert atmosphere; Schlenk technique; Stage #2: (E)-methyl-2-((methylamino)methyl)-3-phenylacrylate With triethylamine In dimethyl sulfoxide at 20℃; for 3h; Michael Addition; Inert atmosphere; Schlenk technique;	98%

Indole-2-carboxylic acid Chemical Properties

Product Name: Indole-2-carboxylic acid (CAS NO.1477-50-5)

Molecular Formula: C₉H₇NO₂
Molecular Weight: 161.16g/mol
Mol File: 1477-50-5.mol
EINECS: 216-030-4
Melting Point: 202-206 °C(lit.)
Boiling point: 419.6 °C at 760 mmHg
Flash Point: 207.6 °C
Density: 1.408 g/cm³
Index of Refraction: 1.725
Molar Refractivity: 45.45 cm³
Molar Volume: 114.4 cm³
Surface Tension: 71.6 dyne/cm
Enthalpy of Vaporization: 70.99 kJ/mol
Vapour Pressure: 8.6E-08 mmHg at 25°C
XLogP3-AA: 2.3
H-Bond Donor: 2
H-Bond Acceptor: 2
Structure Descriptors of Indole-2-carboxylic acid (CAS NO.1477-50-5):
IUPAC Name: 1H-indole-2-carboxylic acid
Canonical SMILES: C1=CC=C2C(=C1)C=C(N2)C(=O)O
InChI: InChI=1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
InChIKey: HCUARRIEZVDMPT-UHFFFAOYSA-N
Product Categories: Indole/indoline/oxindole; indole derivative; Indole and Indoline; Indoles and derivatives; Carboxylic Acids; Pyrroles & Indoles; Indole; Organic acids; Amino Acids 13C, 2H, 15N; Indoles; Simple Indoles; Amino Acids & Derivatives; Indole Derivatives; Carboxylic Acids; Pyrroles & Indoles

Indole-2-carboxylic acid Safety Profile

Safety Information of Indole-2-carboxylic acid (CAS NO.1477-50-5):
Hazard Codes: Xn Harmful ,Xi Irritant
Risk Statements: 36/37/38-21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21:Harmful by inhalation and in contact with skin.
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: NK7882812
Hazard Note: Irritant
HazardClass: IRRITANT
HS Code: 29339990

Indole-2-carboxylic acid Specification

Indole-2-carboxylic acid , its CAS NO. is 1477-50-5, the synonyms are 2-Carboxyindole ; 2-Indolecarboxylic acid ; 1H-Indole-2-carboxylic acid (9CI) .

Product Name

Indole-2-carboxylic acid

Synthetic route

Indole-2-carboxylic acid Chemical Properties

Indole-2-carboxylic acid Safety Profile

Indole-2-carboxylic acid Specification

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