Hydrochloric Acid → HCID 67343742, compound

Participants

Reaction Conditions

Reaction Steps

To a 250 mL round bottomed flask, added Iron powder (1.56 grams, 27.9 mmol), 10 mL demineralized water and heated to 90-95° C. At this temperature, 4 mL of concentrated hydrochloric acid was added drop wise. The mass was further heated at 90-95° C. for 1 hour. Then cooled the mass to 60° C. and added absolute ethanol (25 mL). A solution of 6-chloro-3-(4-methyl-3-nitro benzenesulfonyl)-1H-indole (obtained from above step) (2.8 grams, 7.9 mmol) in 10 mL absolute ethanol was added lot wise over a period of 15 minutes. Then the mass was refluxed for 3 hours at 80° C. The mass was cooled to 25° C., added ethylacetate (200 mL) and stirred for 5 minutes. The reaction mass was then filtered through buckner funnel, washed with ethylacetate (3×50 mL). Aqueous layer separated from the filtrate and the organic layer was washed with brine solution (1×50 mL), dried over anhydrous sodium sulfate and solvent was concentrated to obtain oily mass. The technical product was further purified by column chromatography to obtain the title product, the eluent being 70% ethylacetate and 30% n-hexane. Yield: 1.47 grams

Provenance & Evidence