Hydrochloric Acid → 3-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride

HRID 263176

Reaction equation

HRID 263176 reaction equation
[Br-].C[N+](C)(C)CCCNC.O1CCC1.[Br-].[OH:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:22][CH2:23][CH2:24][N+:25]([CH3:28])([CH3:27])[CH3:26])[CH3:21].[ClH:29]>>[ClH:29].[Cl-:29].[OH:16][CH2:17][CH2:18][CH2:19][N:20]([CH2:22][CH2:23][CH2:24][N+:25]([CH3:28])([CH3:27])[CH3:26])[CH3:21]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 10423OxetaneHCID 21444211N,N,N-Trimethyl-3-(methylamino)propan-1-aminium bromideHCID 233475683-[N'-(3-Hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium Bromide

Product 1

HCID 213163673-[N-(3-hydroxypropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride hydrochloride

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.

Workup

  1. customat a temperature of about 100° C.

Sources & evidence

ORD record
ord-0a5edb61ddb04b0f8c56781584b3dccc
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Linked notes

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