Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414192Generated: October 30, 2026

Hydrochloric Acid → HCID 13787416, compound

https://huagongshe.com/reaction/414192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantmethyl 1H-indole-4-carboxylateHCID 2733668—
ReactantTriisobutylaluminumHCID 16682931—
ReactantHCID 86742610HCID 86742610—
SolventTolueneHCID 1140—
SolventChloroformHCID 6212—
ProductHCID 13787416HCID 1378741695.8%

Reaction Steps

140 ml of triisobutylaluminum in solution in toluene at 1.1 mole/l were added to a solution of 18 g of 2-aminophenol-4-methyl-benzenesulfonate in 300 ml of chloroform, and after stirring for 15 minutes, a solution of 12.15 g of methyl indol-4-carboxylate in 120 ml of chloroform was added. The mixture was refluxed for 20 hours and was then cooled to 0° to -10° C. and 500 ml of an N aqueous solution of hydrochloric acid were added with stirring over 15 minutes. The chloroform phase was then purified by chromatography over silica (eluent: methylene chloride) to obtain 25 g of N-[2-[(4-methylphenyl)sulfonyloxy]phenyl]-1H-indol-4-carboxamide melting at 135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04791109
Source datasetuspto-grants-1988_12
ORD IDord-e45684d495434be798011a04fd15aae2
Source noteuspto-grants-1988_12