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

HRID 328184

Reaction equation

HRID 328184 reaction equation
[Cl-:1].[CH:2]([N:4]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH2:5][CH2:6][CH2:7][OH:8])=O.C=O>C(O)=O>[ClH:1].[Cl-:1].[OH:8][CH2:7][CH2:6][CH2:5][N:4]([CH2:9][CH2:10][CH2:11][N+:12]([CH3:15])([CH3:14])[CH3:13])[CH3:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 213163693-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride

Product 1

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

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 2 g. of 3-[N'-formyl-N'-(3-hydroxypropyl)amino]-N,N,N-trimethyl-1-propanaminium chloride 4 g. of 99% formic acid and 2 ml. of formalin is stirred and heated at 100° for 17 hours. To the cooled mixture is added 11 ml. of concentrated hydrochloric acid and the reaction mixture is concentrated under reduced pressure. The product is taken up in 35 ml. of 1 N hydrochloric acid and the solution is filtered and concentrated to dryness under reduced pressure yielding 3-[N'-(3-hydroxypropyl)-N'-methylamino]-N,N,N-trimethyl-1-propanaminium chloride hydrochloride.

Workup

  1. additionA mixture of 2 g
  2. temperatureheated at 100° for 17 hours
  3. additionTo the cooled mixture is added 11 ml
  4. concentrationof concentrated hydrochloric acid and the reaction mixture is concentrated under reduced pressure
  5. filtrationof 1 N hydrochloric acid and the solution is filtered
  6. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-d9d42b07a44148eda82f8ac09fe1cb9a
Source dataset
uspto-grants-1977_04
Patent number
US04016209

Linked notes

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