Dimethyl Sulfate → 1-Propanaminium, N,N,N-trimethyl-3-[(1-oxododecyl)amino]-, methyl sulfate (1:1)

HRID 2285579Notes

Reaction equation

HRID 2285579 reaction equation
[CH3:1][N:2]([CH3:20])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:19])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:21][O:22][S:23]([O:26]C)(=[O:25])=[O:24]>CC(C)=O>[CH3:21][O:22][S:23]([O-:26])(=[O:25])=[O:24].[C:7]([NH:6][CH2:5][CH2:4][CH2:3][N+:2]([CH3:21])([CH3:1])[CH3:20])(=[O:19])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 51392Lauramidopropyl Dimethylamine

Product 1

HCID 1609471-Propanaminium, N,N,N-trimethyl-3-[(1-oxododecyl)amino]-, methyl sulfate (1:1)

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

0.036 moles (10.3 g) N-(3-dimethylaminopropyl)-lauramide and 25 ml acetone were placed in a 100 ml round bottom flask. 0.036 moles (3.4 ml) dimethylsulfate was added slowly to the flask, a condenser attached, and the reaction mixture refluxed for two hours. After cooling, the product crystallized out of the acetone, was filtered off, and recrystallized from acetone to a constant melting point. Melting point 98.5°-100° C.

Workup

  1. temperaturethe reaction mixture refluxed for two hours
  2. temperatureAfter cooling
  3. customthe product crystallized out of the acetone
  4. filtrationwas filtered off
  5. customrecrystallized from acetone to

Sources & evidence

ORD record
ord-f4cc03ceb2064fb18819307b6bc01291
Source dataset
uspto-grants-1982_04
Patent number
US04323634

Reaction notes

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