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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181865Generated: October 31, 2026

Diethyl Ether → 5-[(3-Fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

https://huagongshe.com/reaction/2181865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPhenanthridineHCID 9189—
Reactant3-Fluoro-4-methoxybenzene-1-sulfonyl chlorideHCID 2774540—
ReactantHCID 178418348HCID 178418348—
Product5-[(3-Fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineHCID 2248229644.3%

Reaction Steps

The title compound was prepared from phenanthridine (7.17 g, 40 mmol), 1.4 M methyllithium in diethyl ether (29 mL, 40.6 mmol), and 3-fluoro-4-methoxybenzenesulfonyl chloride (8.99 g, 40 mmol) according to the procedure and in the same manner as described in Example 1, step a. The crude product was purified by re-crystallization from a mixture of ethyl acetate-cyclohexane to yield 5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (6.79 g, 17.7 mmol, 44%) as an off-white solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06894061B2
Source datasetuspto-grants-2005_05
ORD IDord-da6e86bc60d845689bde7302401fca2a
Source noteuspto-grants-2005_05