Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896784Generated: October 31, 2026

Ammonium Chloride → 1-methyl-1H-indol-6-amine

https://huagongshe.com/reaction/1896784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Methyl-6-nitro-1H-indoleHCID 10607359—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product1-methyl-1H-indol-6-amineHCID 1053479940.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-methyl-6-nitro-1H-indole (90 mg, 0.51 mmol), ammonium chloride (55 mg, 1.02 mmol) and iron powder (143 mg, 2.55 mmol) were suspended in ethanol/water (2 mL/1 mL) and heated at 70° C. for 2 h. After cooling, the solution was filtrated through a pad of Celite®, which was washed with ethanol. Ethyl acetate was added to the filtrate and the organic layer was washed with water twice. The combined organic layers were dried over anhydrous MgSO4 and evaporated to afford 30 mg (37%) of the title compound

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518980B2
Source datasetuspto-grants-2013_08
ORD IDord-302b526690324a50984865a9289f73c6
Source noteuspto-grants-2013_08