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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2309370Generated: November 2, 2026

p-Toluenesulfonic acid → HCID 178429209, compound

https://huagongshe.com/reaction/2309370

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPyrrole-2-carboxaldehydeHCID 13854—
Reactant2H-Indol-2-one, 5,6-diamino-1,3-dihydro-3,3-dimethyl-HCID 13589237—
ProductHCID 178429209HCID 178429209—

Reaction Steps

Analogously to Example 2, from 3.8 g. (20 mmol) 5,6-diamino-3,3-dimethylindolin-2-one, 1.9 g. (20 mmol) pyrrole-2-aldehyde and 0.4 g. (2 mmol) p-toluene-sulphonic acid, after acidification and evaporation of the reaction mixture, there is obtained the crude product of the title compound. For purification, the residue is worked up with water and the filtrate is neutralised with 2N aqueous ammonia solution and filtered off with suction. The residue is recrystallised from isopropanol with the addition of ethanolic hydrochloric acid. The yield is 1.2 g. (20% of theory); m.p. of the hydrochloride>300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04695567
Source datasetuspto-grants-1987_09
ORD IDord-2849754222e74272a7964d94d901a17f
Source noteuspto-grants-1987_09