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Sodium Carbonate → 1-Propanamine, 3-chloro-N-(3-chloropropyl)-N-methyl-

HRID 838921
Notes
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Reaction equation

HRID 838921 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:11])[CH2:7][CH2:8][CH2:9][Cl:10].C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:2][CH2:3][CH2:4][CH2:5][N:6]([CH3:11])[CH2:7][CH2:8][CH2:9][Cl:10]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 125575333-Chloro-N-(3-chloropropyl)-N-methylpropan-1-amine--hydrogen chloride (1/1)

Product 1

HCID 369081-Propanamine, 3-chloro-N-(3-chloropropyl)-N-methyl-

Procedure

In accordance with the present invention, N,N-bis(3-chloropropyl)methylamine hydrochloride is reacted with a base, as for example an alkali metal carbonate such as sodium carbonate, thereby forming the free tertiary amine, N,N,-bis(3-chloropropyl) methylamine, and this tertiary amine is reacted with trimethylamine to form a mixture of the diquaternary salt, bis(3-trimethylammoniopropyl) methylamine dichloride, and the desired monoquaternary salt, 3-[N-(3-chloropropyl)methylamino]-N,N,N-trimethylpropan-1-aminium chloride; this monoquaternary salt is converted to the corresponding 3-[N-(3-chloropropyl) methylamino]-N,N,N-trimethyl-propan-1-aminium chloride hydrochloride by reaction with hydrochloric acid.

Sources & evidence

ORD record
ord-b1f48817a1814130af2b2bf2bbbf7963
Source dataset
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04093657

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes