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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 614719Erstellt: 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/614719

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
PatentnummerUS04146558
Quelldatensatzuspto-grants-1979_03
ORD IDord-11dae8c88a7c43f6b169a6776e6708a0
Quellennotizuspto-grants-1979_03