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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906477Generated: October 25, 2026

Acetic Anhydride → N,5-Dimethyl-1H-indol-2-amine dihydrochloride

https://huagongshe.com/reaction/906477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant4-Methylphenylhydrazine monohydrochlorideHCID 12504—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductN,5-Dimethyl-1H-indol-2-amine dihydrochlorideHCID 57435942—

Reaction Conditions

Temperature0 °C

Reaction Steps

5 g of 1-(4-methylphenyl)hydrazine hydrochloride are dissolved in water and then triethylamine is added until the salt has been neutralized. Extraction is carried out with AcOEt and then the extract is evaporated to dryness. The precipitate formed is dissolved in 30 ml of ether and then a solution of 4.6 ml of acetic anhydride dissolved in 30 ml of ether is added dropwise. The mixture is stirred at 0° C. for 15 minutes and then the precipitate formed is filtered off to produce 3 g of the expected compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012991B2
Source datasetuspto-grants-2011_09
ORD IDord-6195c2f4d6214f1797b9bf9cb9dd21bb
Source noteuspto-grants-2011_09