Hydrochloric Acid → HCID 19735240, compound

HRID 326545Notes

Reaction equation

HRID 326545 reaction equation
[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][CH2:5][N:6]([C:10](=[O:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:7][CH2:8][CH3:9].[ClH:28]>C(OCC)C>[ClH:28].[CH3:27][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][N:6]([C:10](=[O:26])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19735233HCID 19735233, compound

Product 1

HCID 19735240HCID 19735240, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of N,N-dimethyl-N'-hexadecanoyl-N'-propyl-1,3-propanediamine (2.78 g, 6.94 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 (2.01g, 63%) as a paste. 1H NMR (300 MHz, CDCl3): δ0.83 to 0.93 (6H, m), 1.232 (24H, bs), 1.54 to 1.69 (4H, m), 2.00 to 2.20 (2H, m), 2.288 (2H, t, J=7.5 Hz), 2.788 (3H, s), 2.803 (3H, s), 2.95 to 3.10 (2H, m), 3.225 (2H, t, J=7.7 Hz), and 3.401 (2H, t, J=6.7 Hz). IR (neat): 2917, 2848, 1633, and 1172 cm-1. Analysis calculated for C24H50N2O.3/4HCl.1.2H2O: C, 65.52; H, 12.07; N, 6.36; Cl, 9.67. Found: C, 65.51; H, 11.98; N, 6.36; Cl, 9.73.

Workup

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

Sources & evidence

ORD record
ord-00692d7109f94d5490a645bb1a988f8c
Source dataset
uspto-grants-1993_12
Patent number
US05270310

Reaction notes

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