Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942818Generated: October 26, 2026

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

https://huagongshe.com/reaction/1942818

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 numberUS08389553B2
Source datasetuspto-grants-2013_03
ORD IDord-2e154fa6f5484c6aaeaf77461cd7d953
Source noteuspto-grants-2013_03