Hydrochloric Acid → HCID 19735236, compound

HRID 326543Notes

Reaction equation

HRID 326543 reaction equation
[ClH:1].[CH3:2][N:3]([CH3:27])[CH2:4][CH2:5][CH2:6][N:7]([CH2:25][CH3:26])[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]>CO>[ClH:1].[CH3:27][N:3]([CH3:2])[CH2:4][CH2:5][CH2:6][N:7]([CH2:25][CH3:26])[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]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19735235HCID 19735235, compound

Product 1

HCID 19735236HCID 19735236, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen chloride gas was bubbled into a solution of N,N-dimethyl-N'-ethyl-N'-hexadecanoyl-1,3-propanediamine (0.64 g, 1.7 mmole) in methanol (20 mL). The solvent was removed under reduced pressure and the residue titurated with diethyl ether to yield the title compound (0.67 g, 96%) as a white solid. mp 81°-83 ° C. 1H NMR (300 MHz, CD3OD): δ0.691 (3H, t, J=6.7 Hz), 1.012 (3H, t, J=7.1 Hz), 1.081 (24H, bs), 1.75 to 1.82 (2H, m), 2.207 (2H, t, J=7.1 Hz), 2.679 (6H, s), 2.879 (2H, t, J=7.1 Hz), and 3.19 to 3.25 (4H, m). IR (KBr): 2957, 1913, 1653, and 1251 cm-1. Analysis calculated for C23H49CIN2O.1/4H2O: C, 67.41; H, 12.18; N, 6.84; Cl, 8.66. Found: C, 67.46; H, 12.14; N, 6.85; Cl, 8.71.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-941686550260454e8cb04f11f2e579a5
Source dataset
uspto-grants-1993_12
Patent number
US05270310

Reaction notes

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