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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 462147Erstellt: 25. Oktober 2026

4-(Chloromethyl)-2-nitroanisole → Benzenemethanaminium, N,N-bis[3-(formylamino)propyl]-4-methoxy-N-methyl-3-nitro-, chloride (1:1)

https://huagongshe.com/reaction/462147

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-(Chloromethyl)-2-nitroanisoleHCID 80785—
EduktFormamide, N,N'-[(methylimino)di-3,1-propanediyl]bis-HCID 3084810—
LösungsmittelAcetonitrileHCID 6342—
ProduktBenzenemethanaminium, N,N-bis[3-(formylamino)propyl]-4-methoxy-N-methyl-3-nitro-, chloride (1:1)HCID 100848—

Reaktionsschritte

A mixture of 54.0 parts of N,N-bis(3-formamidopropyl)methylamine, 50.4 parts of 4-methoxy-3-nitrobenzyl chloride, and 78 parts of acetonitrile was stirred at reflux for seven and a half hours. An additional 78 parts of acetonitrile was added to the reaction mixture causing an oil to separate. Heating at reflux was continued for an additional two hours and the 140 parts of acetonitrile was distilled away and 200 parts of water was added. The remaining acetonitrile was removed by distillation and the cooled reaction mixture was filtered with the aid of diatomaceous earth to obtain an aqueous solution of N-methyl-N-(3-nitro-4-methoxybenzyl)-N,N-bis(3-formamidopropyl)ammonium chloride. The solution was used directly for reduction of the nitro group.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04065500
Quelldatensatzuspto-grants-1977_12
ORD IDord-273833c9c1fc4afeb25732ae8da2b3d8
Quellennotizuspto-grants-1977_12