Ethyl 7-chloroindole-2-carboxylate

Ethyl 7-chloroindole-2-carboxylate Property

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 and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

Ethyl 7-chloroindole-2-carboxylate Chemical Properties,Usage,Production

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