Thionyl Chloride → 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethyl-propan-1-aminium chloride hydrochloride

HRID 263177Notes

Reaction equation

HRID 263177 reaction equation
[ClH:1].[Cl-].O[CH2:4][CH2:5][CH2:6][N:7]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH3:8].S(Cl)([Cl:18])=O>>[ClH:18].[Cl-:1].[Cl:18][CH2:4][CH2:5][CH2:6][N:7]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH3:8]

Participants

3

Procedure

The process, according to claim 1, which comprises reacting N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide with oxetane in aqueous solution at a temperature of about 100° C., thereby forming 3[N'-(3-hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium bromide, reacting the latter compound with aqueous hydrochloric acid to form 3-[N'-(3-hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium chloride hydrochloride, and reacting the said 3-[N'-(3-hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium chloride hydrochloride with thionyl chloride to form 3-[N'-(3-chloropropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium chloride hydrochloride.

Sources & evidence

ORD record
ord-c02ba5e2c5844450a6e2a483ae24bc64
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Reaction notes

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