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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496747Generated: October 25, 2026

N,N'-bis-(2-amino-ethyl)-N,N'-dimethyl-propane-1,3-diamine → 6-[2-({3-[(2-Amino-ethyl)-methyl-amino]-propyl}-methyl-amino)-ethylamino]-5,9-diaza-benzo[c]fluoren-7-one

https://huagongshe.com/reaction/496747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-bis-(2-amino-ethyl)-N,N'-dimethyl-propane-1,3-diamineHCID 10607670—
Reactanttoluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl esterHCID 20829786—
SolventDichloromethaneHCID 6344—
Product6-[2-({3-[(2-Amino-ethyl)-methyl-amino]-propyl}-methyl-amino)-ethylamino]-5,9-diaza-benzo[c]fluoren-7-oneHCID 22322094—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of toluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl ester (102 mg) (the compound of Reference Example 6c-2) and N,N′-bis-(2-amino-ethyl)-N,N′-dimethyl-propane-1,3-diamine (0.8 ml) was stirred at 50° C. for 20 minutes. The reaction mixture was diluted with dichloromethane. The solution was washed with saturated NaHCO3 solution and dried over magnesium sulfate. The organic layer was evaporated to dryness. The residue was purified by silica gel column chromatography developed by dichloromethane-methanol-ammonia water (25%)=90:10:1. The desired product (37 mg) was obtained as a reddish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06946472B2
Source datasetuspto-grants-2005_09
ORD IDord-159a4154ac624503b3af81291ec50d79
Source noteuspto-grants-2005_09