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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84186Generated: October 26, 2026

Benzenesulfonyl chloride → Methyl 1-(Phenylsulfonyl)indoline-5-carboxylate

https://huagongshe.com/reaction/84186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
Reactantmethyl 2,3-dihydro-1H-indole-5-carboxylateHCID 21782110—
SolventPyridineHCID 1049—
ProductMethyl 1-(Phenylsulfonyl)indoline-5-carboxylateHCID 3175608679.8%

Reaction Steps

To a solution of 10 (0.28 g, 1.58 mmol) in pyridine (2 mL), benzenesulfonyl chloride (0.40 ml, 3.16 mmol) was added. The reaction mixture was refluxed overnight. The mixture was then purified by silica gel chromatography (EtOAc:n-hexane=1:3) to afford 11 (0.40 g). 1H NMR (500 MHz, CDCl3): δ 2.99 (t, J=8.6 Hz, 2H), 3.87 (s, 3H), 3.97 (t, J=8.6 Hz, 2H), 7.45-7.48 (m, 2H), 7.56-7.59 (m, 1H), 7.66 (d, J=8.5 Hz, 1H), 7.75 (s, 1H), 7.82 (d, J=7.7 Hz, 2H), 7.90 (d, J=7.9 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846748B2
Source datasetuspto-grants-2014_09
ORD IDord-e17eed0756ca4c2090bb49cc71ff4a39
Source noteuspto-grants-2014_09