Methyl3-formyl-1H-indole-7-carboxylate

Methyl3-formyl-1H-indole-7-carboxylate Property

Density 

1.341

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

Appearance

White to light yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

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

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

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

Methyl3-formyl-1H-indole-7-carboxylate Chemical Properties,Usage,Production

Uses

methyl 3-formyl-1H-indole-7-carboxylate is a useful research chemical.

Synthesis

The general procedure for the synthesis of methyl 3-formyl-1H-indole-7-carboxylate from methyl indole-7-carboxylate and N,N-dimethylformamide was as follows: in anhydrous 1,2-dichloroethane (6 mL), phosphorus trichloride (0.43 mL, 4.6 mmol) was slowly added to anhydrous N,N-dimethylformamide (0.35 mL, 4.6 mmol) to prepare a phosphoryl chloride -dimethylformamide mixture and cooled the mixture to below 5°C. A solution of anhydrous 1,2-dichloroethane (6 mL) of 7-methoxycarbonylindole (0.69 g, 4 mmol) was added dropwise to the above mixture below 5 °C. The reaction mixture was stirred at room temperature for 2 hours and subsequently heated at 50 °C for 30 minutes. Upon completion of the reaction, the mixture was cooled, the precipitate was filtered and washed with 1,2-dichloroethane. The precipitate was suspended in 10% aqueous sodium carbonate solution (30 mL) and stirred for 20 minutes at room temperature. Dichloromethane was added and stirring was continued for 10 minutes. The organic phase was separated and the aqueous phase was extracted with dichloromethane. The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated to give 0.75 g of the title product (93% yield). Melting point: 153-154°C.

References

[1] Patent: US7049312, 2006, B1. Location in patent: Page/Page column 112
[2] Chemistry - A European Journal, 2016, vol. 22, # 37, p. 13004 - 13009