Hydrochloric Acid → Trientine tetrahydrochloride

HRID 1404756Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10].[ClH:11]>>[ClH:11].[ClH:11].[ClH:11].[ClH:11].[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 5565Triethylenetetramine

Product 1

HCID 71434Trientine tetrahydrochlorideYield 90%

Procedure

Also provided are the formation of triethylenetetramine quaternary salts. In an additional embodiment, a tribenzaldehyde protected intermediate is reacted with at least more than about three equivalents of aqueous hydrochloric acid, for example, to form triethylenetetramine tetrahydrochloride, which is precipitated in greater than about 90% yield and greater than about 98% purity from isopropanol.

Workup

customAlso provided

Sources & evidence

ORD record: ord-bcb595be892d4e8d8f8f0232bcbf3242
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912362B2

Reaction notes

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