Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798024Generated: October 29, 2026

Chloride → N,N,N-Trimethyl-1H-indol-5-aminium chloride

https://huagongshe.com/reaction/1798024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantMethanolHCID 887—
ReactantHCID 86642287HCID 86642287—
SolventAcetoneHCID 180—
SolventIsopropanolHCID 3776—
ProductN,N,N-Trimethyl-1H-indol-5-aminium chlorideHCID 2328157%

Reaction Steps

a mixture of 300 g of a Dowex 2 resin (chloride), 46 g of 5-indolyltrimethylammonium picrate and 1200 mL of 83% methanol is stirred for 17 hours at ambient temperature. The resin is eliminated by filtration and washed with 100 mL of methanol. The filtrate is evaporated under vacuum in order to produce a syrupy residue which is dissolved in 120 mL of warm isopropanol and diluted in 800 mL of acetone. The residue which precipitates is eliminated by decantation and the supernatant is diluted in another 700 mL of acetone. The solution is left for 3 days in order to produce beige crystals which are recovered, washed with acetone and dried in order to produce 13.5 g (57%) of product (melting point: 200-201° C.). The centesimal analysis is described in the publication.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343964B2
Source datasetuspto-grants-2013_01
ORD IDord-30cbceae18fa4a88aca7a05f45ecaa47
Source noteuspto-grants-2013_01