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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252298Generated: October 25, 2026

1-Phenylisatin → 3-(1H-Indol-5-ylimino)-1-phenyl-1,3-dihydro-2H-indol-2-one

https://huagongshe.com/reaction/252298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylisatinHCID 12884—
Reactant5-AminoindoleHCID 78867—
Product3-(1H-Indol-5-ylimino)-1-phenyl-1,3-dihydro-2H-indol-2-oneHCID 1172462014%

Reaction Conditions

Temperature140 °C

Reaction Steps

1-phenylisatin (51.8 mg, 0.23 mmol) and 5-aminoindole (31 mg, 0.23 mmol) were mixed and heated at 140° C. for 2 h. The resulting crude product was purified by preparative TLC using ethyl acetate/hexane (6:4) as the eluent, giving the desired product as a yellow solid (10.8 mg, 14%). 1H NMR (400 MHz): δ 8.28 (s, 1H), 7.57 (t, J=7.7, 2H), 7.49-7.40 (m, 6H), 7.29-7.23 (m, 1H), 7.03 (dd, J=8.5, 1.7, 1H), 6.98 (d, J=7.6, 1H), 6.83 (d, J=8.0, 1H), 6.74, J=7.6, 1H), 6.59 (s, 1H); ESI-MS m/z found 338 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868034B2
Source datasetuspto-grants-2011_01
ORD IDord-610d0d34f54e419ebbe5618618a2b33d
Source noteuspto-grants-2011_01