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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182469Generated: October 31, 2026

Benzenesulfonyl hydrazide → Methyl 4-(4-oxo-chroman-3-ylmethyl)-benzoate

https://huagongshe.com/reaction/2182469

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl hydrazideHCID 65723—
ReactantMethyl 4-(4-oxo-chroman-3-ylidenemethyl)-benzoateHCID 4240115—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-(4-oxo-chroman-3-ylmethyl)-benzoateHCID 2247891442.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 260 (400 mg, 1.36 mmol) and benzenesulfonyl hydrazine (702 mg, 4.08 mmol) in DMF (7 ml) was stirred at 100° C. during 48 h. The solvent was evaporated and the residue was diluted in AcOEt, washed with NH4Cl sat., brine, dried over anhydrous MgSO4, filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (5% AcOEt/HEx) to afford the title compound 264 (170 mg, 42%) as a white solid. LRMS: 296.1 (Calc.). 297.0 (found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897220B2
Source datasetuspto-grants-2005_05
ORD IDord-133fdb3f2e8f4048b1c46df5cb0d2204
Source noteuspto-grants-2005_05