Hydrochloric Acid → HCID 19735229, compound

HRID 326541Notes

Reaction equation

HRID 326541 reaction equation
[CH2:1]([N:3]([CH2:25][CH3:26])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:2].[ClH:27]>C(OCC)C>[ClH:27].[CH2:25]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][NH:7][C:8](=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH3:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19068806Palmitamidopropyl diethylamine

Product 1

HCID 19735229HCID 19735229, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of N,N-diethyl-N'-hexadecanoyl-1,3-propanediamine (10.9 g, 29.6 mmole) in diethyl ether was added an ethereal solution of hydrogen chloride. The reaction mixture was placed in the refrigerator overnight. The precipitate was filtered to give the title compound (8.60 g, 65%) as a pasty solid. 1H NMR (300 MHz, CDCl3): δ0.855 (3H, t, J=6.7 Hz), 1.229 (24H, bs), 1.367 (3H, bs), 1.626 (2H, bs), 2.08 to 2.10 (2H, m), 3.153 (6H, bs), 3.414 (2H, bs), and 6 32 to 6.36 (1H, bs). Analysis calculated for C23H46N2O.1.4 HCl.1.5 H2O: C, 62.12; H, 11.42; N, 6.29; Cl, 11.16. Found: C, 62.50; H, 11.52; N, 6.31; Cl, 11.28.

Workup

  1. customwas placed in the refrigerator overnight
  2. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-36854b6c60ea451ea79825bbfbc09937
Source dataset
uspto-grants-1993_12
Patent number
US05270310

Reaction notes

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