Hydrochloric Acid → Trientine tetrahydrochloride

HRID 564277Notes

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-b67ef917a20841fbb1cc22dbe8c4ec2d
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08067641B2

Reaction notes

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