ChemicalBook--->CAS DataBase List--->16732-80-2

16732-80-2

16732-80-2 Structure

16732-80-2 Structure
IdentificationBack Directory
[Name]

1H-Indole-2-carboxylic acid, 4-Methyl-, ethyl ester
[CAS]

16732-80-2
[Synonyms]

Ethyl 4-Methyl-1H-indole-2-carboxylate
4-methyl-1H-indole-2-carboxylic acid ethyl ester
4-Methylindole-2-carboxylic acid ethyl ester, 98%
1H-Indole-2-carboxylic acid, 4-Methyl-, ethyl ester
[Molecular Formula]

C12H13NO2
[MDL Number]

MFCD00981705
[MOL File]

16732-80-2.mol
[Molecular Weight]

203.24
Chemical PropertiesBack Directory
[Melting point ]

140-141 °C
[Boiling point ]

355.6±22.0 °C(Predicted)
[density ]

1.177±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

15.37±0.30(Predicted)
[Appearance]

White to light yellow Solid
[InChI]

InChI=1S/C12H13NO2/c1-3-15-12(14)11-7-9-8(2)5-4-6-10(9)13-11/h4-7,13H,3H2,1-2H3
[InChIKey]

ZUJVXCIAKURESZ-UHFFFAOYSA-N
[SMILES]

N1C2=C(C(C)=CC=C2)C=C1C(OCC)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Indole-2-carboxylic acid, 4-Methyl-, ethyl ester(16732-80-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Propenoic acid, 2-azido-3-(2-methylphenyl)-, ethyl ester, (2Z)-

24512-97-8

1H-Indole-2-carboxylic acid, 4-Methyl-, ethyl ester

16732-80-2

The general procedure for the synthesis of ethyl 4-methyl-1hydro-indole-2-carboxylate from the compound (CAS: 24512-97-8) was as follows: 19.5 g (0.0844 mol) of the azide prepared in step 1 was added in batches to 100 mL of xylene preheated to 140 °C. After the addition was completed, the reaction mixture was kept at 140 °C for 1 hour. At the end of the reaction, the xylene was removed by concentration via reduced pressure distillation, and the residue was dissolved in isopropyl ether, filtered, and dried under vacuum at 40 °C for 18 h to give a white crystalline product. The melting point of the product was 141 °C and the yield was 62%.

[References]

[1] Journal of the Chemical Society, Chemical Communications, 1982, # 1, p. 3 - 4
[2] Patent: US2004/43995, 2004, A1. Location in patent: Page 13
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