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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609623Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 19599434, compound

https://huagongshe.com/reaction/609623

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcetylacetoneHCID 31261—
ReactantMethyl 2-amino-1H-indole-3-carboxylateHCID 15154323—
SolventO-XyleneHCID 7237—
ProductHCID 19599434HCID 1959943475.6%

Reaction Steps

A stirred solution of methyl 2-aminoindole-3-carboxylate (I. Forbes et al, J. Chem. Soc. Perkin I, 1992, 275) (0.25 g, 0.0013 mole) in xylene (5 ml) was treated with 2,4-pentanedione (0.13 g, 0.0013 mole) and a few crystals of 4-toluenesulphonic acid and heated under reflux for 2 h. The mixture was concentrated in vacuo and the residue dissolved in chloroform (20 ml), washed with water (2×20 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound as a brown solid (0.25 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998409
Source datasetuspto-grants-1999_12
ORD IDord-fd65a81361cd4f08934999be0e3ceecb
Source noteuspto-grants-1999_12