Chloroform → HCID 56992840, compound

HRID 1952803Notes

Reaction equation

HRID 1952803 reaction equation
C(N(CC)CC)C.[CH2:8]([N:26]=[C:27]=[O:28])[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][CH2:23][CH2:24][CH3:25].[CH3:29][N:30]([CH3:45])[CH2:31][CH2:32][CH2:33][N:34]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:43][OH:44])[CH:35]=[O:36].C(Cl)(Cl)Cl>ClCCl>[CH3:45][N:30]([CH3:29])[CH2:31][CH2:32][CH2:33][N:34]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:43][O:44][C:27](=[O:28])[NH:26][CH2:8][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][CH2:23][CH2:24][CH3:25])[CH:35]=[O:36]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 66988Octadecyl isocyanateHCID 57084351HCID 57084351, compound

Product 1

HCID 56992840HCID 56992840, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.65 ml) and octadecyl isocyanate (1.47 ml) were added to a solution of N-[3-(dimethylamino)propyl]-[2-(hydroxymethyl)phenyl]formamide (1.01 g) in dichloromethane (10 ml). After being stirred for 19 hours at room temperature, the reaction mixture, with chloroform added thereto, was washed with water, dried over sodium sulfate anhydride, and then concentrated. The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform:methanol=50:1-10:1), thereby yielding 1.36 g of the aimed compound as white wax.

Workup

  1. washwas washed with water
  2. dry with materialdried over sodium sulfate anhydride
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography (silica gel 40 g, chloroform:methanol=50:1-10:1)

Sources & evidence

ORD record
ord-fb27eb05b6fb43e6a5d9fb6303ca0802
Source dataset
uspto-grants-2000_09
Patent number
US06114325

Reaction notes

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