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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1823780Generated: October 30, 2026

Water → 4-(Cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl ester

https://huagongshe.com/reaction/1823780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclopropanemethanamineHCID 75646—
Reactant4-Amino-3-nitrophenyl 4-fluorobenzenesulfonateHCID 12018843—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-(Cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl esterHCID 86596078—

Reaction Steps

A solution of 4-fluoro-benzenesulfonic acid 4-amino-3-nitro-phenyl ester (800 mg) and cyclopropylmethylamine (890 μl) in N-methylpyrrolidinone (8 ml) was heated at 110° C. in a sealed tube for 14 hours. The reaction mixture was then poured into water (150 ml) and extracted three times with ethyl acetate (40 ml). The combined extracts were dried over magnesium sulfate and then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and heptane (50:50, v/v) to give 4-(cyclopropylmethyl-amino)-benzenesulfonic acid 4-amino-3-nitro-phenyl ester (786 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041668B2
Source datasetuspto-grants-2006_05
ORD IDord-2d1b2fa666854d8285f5d226918de8ec
Source noteuspto-grants-2006_05