Myristyl chloride → Tetradecyl-[3-(p-Dimethylaminobenzamido)propyl]-Dimethylammonium Chloride

HRID 2399659

Reaction equation

HRID 2399659 reaction equation
[CH3:1][N:2]([CH3:18])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:17])[C:8]1[CH:13]=[CH:12][C:11]([N:14]([CH3:16])[CH3:15])=[CH:10][CH:9]=1.[CH2:19]([Cl:33])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>>[Cl-:33].[CH2:19]([N+:2]([CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:17])[C:8]1[CH:13]=[CH:12][C:11]([N:14]([CH3:16])[CH3:15])=[CH:10][CH:9]=1)([CH3:18])[CH3:1])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 2

HCID 17043Myristyl chlorideHCID 39788884-(dimethylamino)-N-[3-(dimethylamino)propyl]benzamide

Product 1

HCID 15825621Tetradecyl-[3-(p-Dimethylaminobenzamido)propyl]-Dimethylammonium Chloride

Procedure

50 g of N-(3-dimethylaminopropyl)-p-dimethylaminobenzamide (0.201 mole) from Example 1 and 47 g of tetradecylchloride (0.195 mole) were melted together and kept at 130° C. for 4 hours. Product was crystallized from 250 ml of ethylacetate; the crystals were washed with another 150 ml of ethylacetate. Yield was 71 g (74% of theoretical yield).

Workup

  1. customProduct was crystallized from 250 ml of ethylacetate
  2. washthe crystals were washed with another 150 ml of ethylacetate
  3. customYield was 71 g (74% of theoretical yield)

Sources & evidence

ORD record
ord-caf60ebe87a6448e9d4e4e1649dbf069
Source dataset
uspto-grants-1995_09
Patent number
US05451394

Linked notes

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