13307-67-0

Basic information

• Product Name: ethyl 1H-indole-1-carboxylate
• Synonyms: ethyl 1H-indole-1-carboxylate;1H-Indole-1-carboxylic acid ethyl ester;Einecs 236-335-6
• CAS NO: 13307-67-0
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21054
• EINECS: 236-335-6
• Mol File: 13307-67-0.mol

Chemical Properties

• Boiling Point: 303.3 °C at 760 mmHg
• Flash Point: 137.3 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 0.000936mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: ethyl 1H-indole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1H-indole-1-carboxylate(13307-67-0)
• EPA Substance Registry System: ethyl 1H-indole-1-carboxylate(13307-67-0)

Safety Data

• Hazardous Substances Data: 13307-67-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 1837, 1986 DOI: 10.1016/S0040-4039(00)84389-0

InChI:InChI=1/C11H11NO2/c1-2-14-11(13)12-8-7-9-5-3-4-6-10(9)12/h3-8H,2H2,1H3

Upstream product

• 120-72-9 indole 
• 541-41-3 chloroformic acid ethyl ester 
• 104837-86-7 ethyl 1,4,5,7a-tetrahydro-2H-indole-1-carboxylate 
• 51-79-6 urethane 
• 1207252-50-3 2-ethynylbenzylamide 
• 153140-75-1 1-bromo-2-[(Z)-2-bromoethenyl]benzene 
• 56671-28-4 4,5,6,7-tetrahydro-4-oxobenzofuran-3-carboxylic acid 
• 13618-91-2 4,5,6,7-tetrahydroindole 
• 122807-12-9 ethyl N-<2-(bromoacetyl)phenyl>carbamate 
• 6140-13-2 (2-acetylphenyl)carbamic acid ethyl ester 
• 72358-58-8 2-methyl-benzo[d][1,3]diazepine-1-carboxylic acid ethyl ester 
• 72358-61-3 2-Ethoxy-2-methyl-2,3-dihydro-benzo[d][1,3]diazepine-1-carboxylic acid ethyl ester 
• 72358-60-2 2-Methoxy-2-methyl-2,3-dihydro-benzo[d][1,3]diazepine-1-carboxylic acid ethyl ester 
• 104919-70-2 ethyl (2-bromophenyl)carbamate 

Downstream Products

• 73-22-3 L-Tryptophan 
• 281-23-2 adamantane 
• 82414-25-3 3-benzoylindole, Z-oxime 
• 82414-26-4 (1H-indol-2-yl)phenylmethanone oxime 
• 82414-26-4 (1H-Indol-2-yl)-phenyl-methanone oxime 
• 82414-30-0 C₂₅H₂₁N₃O₄ 
• 82430-61-3 1H-Indole-2-carboxylic acid (2,4,6-trimethyl-phenyl)-amide 
• 82430-59-9 3-(2,4,6-Trimethyl-phenyl)-4,8b-dihydro-3aH-isoxazolo[4,5-b]indole 
• 82414-17-3 3-Phenyl-4,8b-dihydro-3aH-isoxazolo[4,5-b]indole 
• 17954-05-1 N-phenyl-1H-indole-2-carboxamide 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 
• 17954-06-2 1H-indole-3-(N-phenyl)carboxamide 
• 15224-25-6 3-benzoylindole 
• 1022-86-2 2-benzoylindole 

Relevant articles and documents

A indole compound and its preparation method and application (by machine translation)

The invention discloses a indole compound and its preparation method and application. The indole compounds of the structural formula such as formula (I) is shown. The indoles, rice galenical demonstrate the excellent inhibitory activity, the effect of most of the compound is obviously better than the positive control drug validamycin; especially compound I - 43, I - 44, I - 54, I - 73, II - 7 and II - 17, its galenical very good living body protection and treating effect, effect is better than the positive control; more specifically, compound I - 43 of the rice sheath blight bacteriostatic activity than validamycin activity is improved by nearly 300 times. The indole compounds in the prevention and/or treatment of rice sheath blight has great application prospects. In addition the compound of the invention is simple in construction, the preparation method is simple, and is suitable for large-scale industrial production. (I). (by machine translation)

TFA-promoted direct C-H sulfenylation at the C2 position of non-protected indoles

A simple, efficient and practical metal-free C-H sulfenylation process at the C2 position of non-protected indoles has been developed. 2-Thioindoles were obtained in moderate to high yields using stable and readily available N-(thio)succinimides at room temperature in the presence of TFA.

ALLOSTERIC BINDING COMPOUNDS

The present invention relates to allosteric binding compounds of formula (I), especially for the treatment of CNS disorders, together with pharmaceutical compositions and methods of treatment including these compounds.

Chemoselective N-acylation of indoles and oxazolidinones with carbonylazoles

Unique reactivity: In the presence of more reactive amine and alcohol functional groups and of carboxylic acids, the chemoselective N-acylation of indoles (see scheme) and oxazolidinones is achieved by taking advantage of the unique reactivity of carbonylazole acylating agents with catalytic amounts of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Copyright

ALLOSTERIC BINDING COMPOUNDS

The present invention relates to allosteric binding compounds of formula (I), especially for the treatment of CNS disorders, together with pharmaceutical compositions and methods of treatment including these compounds.

Platinum-catalyzed, one-pot tandem synthesis of indoles and isoquinolines via sequential rearrangement of amides and aminocyclization

By using platinum(II) chloride as a Lewis acid catalyst, concise and efficient syntheses of indole carbamates, 1,2-dihydroisoquinoline carbamates, macrocyclic indole carbamates, indole ureas, and indole phosphoranes have been achieved via tandem Hofmann-t

ORGANIC COMPOUNDS

The use of indole carbamates as fragrance ingredients and fragrance applications comprising indole carbamates in an effective amount.

Reduction of 1-pyrrolyl and 1-indolyl carbamates to hemiaminals

Hemiaminals of pyrroles and indoles have been prepared from the lithium aluminum hydride reduction of 1-pyrrolyl and 1-indolyl carbamates with good yields (67-82%). These carbamates are more reactive than aliphatic amides and carbamates under the LAH reduction, but less reactive than esters.

Concise one-pot tandem synthesis of indoles and isoquinolines from amides

Heterocyclic hot pot: Platinum[II]-catalyzed syntheses of indoles and isoquinolines from isocyanates, which are derived from a Hofmann-type rearrangement of amides using a hypervalent iodine reagent, are described. C2-symmetric macrocyclic bis[indole]s ca