Hydrochloric Acid → 3-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride

HRID 838920

Reaktionsgleichung

Reaktionsgleichung von HRID 838920
Cl.[Cl-].[Cl:3]CCCN(C)CCC[N+](C)(C)C.S(Cl)(Cl)=O.Cl.[Cl-].[OH:22][CH2:23][CH2:24][CH2:25][N:26]([CH3:34])[CH2:27][CH2:28][CH2:29][N+:30]([CH3:33])([CH3:32])[CH3:31].[Br-].C[N+](C)(C)CCCNC.[O:45]1CCC1.Cl.C(N(CCCN)CCCO)=O.IC.C(=O)([O-])[O-].[Na+].[Na+]>>[Cl-:3].[CH:34]([N:26]([CH2:27][CH2:28][CH2:29][N+:30]([CH3:31])([CH3:32])[CH3:33])[CH2:25][CH2:24][CH2:23][OH:22])=[O:45]

Komponenten

10

Edukt 9

HCID 313Hydrochloric Acid2×HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 10423OxetaneHCID 24386Thionyl ChlorideHCID 213163673-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride2×HCID 21444211N,N,N-Trimethyl-3-(methylamino)propan-1-aminium bromideHCID 233475753-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chlorideHCID 157229452N-(3-aminopropyl)-N-(3-hydroxypropyl)formamide;hydrochloride

Produkt 1

HCID 213163693-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride

Versuchsvorschrift

The hydrochloride of 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride has been prepared by reacting thionyl chloride with 3-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride. This 3-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride has been prepared (a) by heating N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide with oxetane, and treating the resulting product with concentrated hydrochloric acid; and (b) by reacting 3-[N'-formyl-N'-(3-hydroxypropyl)amino]-1-propanamine hydrochloride with iodomethane in the presence of sodium carbonate to form 3-[N'-formyl-N'-(3-hydroxypropyl)amino]N,N,N-trimethyl-propan-1-aminium chloride, and reacting the latter with formalin in formic acid followed by concentrated hydrochloric acid.

Quellen und Nachweise

ORD-Eintrag
ord-51ba6199402540e5a4b94752ef54639b
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04093657

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