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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509301Generated: October 26, 2026

Pyridine → Methyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoate

https://huagongshe.com/reaction/509301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantBenzenesulfonyl chloride, 2,4-dinitro-HCID 74255—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-(aminomethyl)benzoateHCID 571728—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoateHCID 59627340—

Reaction Steps

A solution of methyl 4-(aminomethyl)benzoate (1.00 g, 4.96 mmol), 2,4-dinitrobenzenesulfonyl chloride (1.39 g, 5.21 mmol), DCM (16.5 mL) and pyridine (481 uL, 5.95 mmol) was treated with Hunig's base (2.17 mL, 12.4 mmol) and stirred for 2 h. The reaction was concentrated, taken into EtOAc and washed with 2M aq. HCl 2×, water, brine, dried (MgSO4) and concentrated to afford a brown oil used crude in the next reaction. MS: cal'd 396 (MH+), exp 396 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096559B2
Source datasetuspto-grants-2015_08
ORD IDord-c51058b5efbe4791bd741bd3340c8f17
Source noteuspto-grants-2015_08