| Identification | Back Directory | [Name]
Ethyl 7-chloroindole-2-carboxylate | [CAS]
43142-64-9 | [Synonyms]
Ethyl 7-chloroindole-2-carboxylate
1H-Indole-2-carboxylic acid, 7-chloro-, ethyl ester | [Molecular Formula]
C11H10ClNO2 | [MDL Number]
MFCD14715880 | [MOL File]
43142-64-9.mol | [Molecular Weight]
223.66 |
| Chemical Properties | Back Directory | [Melting point ]
105 °C | [Boiling point ]
375.0±22.0 °C(Predicted) | [density ]
1.329±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
13.43±0.30(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C11H10ClNO2/c1-2-15-11(14)9-6-7-4-3-5-8(12)10(7)13-9/h3-6,13H,2H2,1H3 | [InChIKey]
HPDPSWAIDXFYTE-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2Cl)C=C1C(OCC)=O |
| Hazard Information | Back Directory | [Uses]
Ethyl 7-chloroindole-2-carboxylate is an organic synthesis intermediate, mainly used in the synthesis of drugs and pesticide molecules containing indole rings, and is also an important component in chemical research. | [Synthesis]
General procedure for the synthesis of ethyl 7-chloro-1H-indole-2-carboxylate from the compound (CAS:115050-49-2): 500 g of polyphosphoric acid and 250 g of phosphoric acid were mixed, stirred and heated up to 90°C. Under stirring conditions, 65 g of phenylhydrazine 2-chlorophenylpyruvate pyruvic acid was slowly added and the temperature of the reaction was controlled to be between 90°C and 100°C. The reaction took about 1 hour. The dosing process takes about 1 hour. After completion of dosing, the reaction temperature was maintained to continue the reaction for 20 minutes and the reaction progress was monitored by TLC. Upon completion of the reaction, 1500 g of ice-water mixture was slowly added to quench the reaction and cooled to room temperature. The precipitate was collected by filtration, washed with water and dried to give a light yellow solid product. Upon drying, 51.3 g of ethyl 7-chloro-1H-indole-2-carboxylate was obtained in 85% yield. | [References]
[1] Patent: CN104402795, 2017, B. Location in patent: Paragraph 0060; 0062 |
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