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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1768977Generated: October 31, 2026

Hydrochloric Acid → HCID 20098393, compound

https://huagongshe.com/reaction/1768977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl SalicylateHCID 4133—
Reactant4-AminoindoleHCID 583431—
ReactantTriisobutylaluminumHCID 16682931—
SolventTolueneHCID 1140—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductHCID 20098393HCID 20098393—

Reaction Steps

92 ml of a 1.1 mole/liter solution of triisobutylaluminum in toluene were added with stirring under an inert atmosphere to a solution of 6.6 g of 4-amino indole in 250 ml of chloroform and then 9.6 ml of methyl salicylate were added. The mixture was refluxed for 20 hours and then cooled to ambient temperature. 300 ml of N hydrochloric acid and 300 ml of methylene chloride were added, followed by washing with water, drying over a desiccant, filtering, evaporating to dryness under reduced pressure at 50° C., triturating with ether, filtering and drying at 60° C. under reduced pressure to obtain 9.4 g of 2-[N-(1H-indol-4-yl)amino]phenol melting at ≃232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380722
Source datasetuspto-grants-1995_01
ORD IDord-1c6320cd32ad4572911f225c7bdd9f11
Source noteuspto-grants-1995_01