HCID 9989787, compound → HCID 14999116, compound

HRID 1030561Notes

Reaction equation

HRID 1030561 reaction equation
[SH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:3]([OH:5])=O.[CH:15](=[N:22][CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1>C1(C)C=CC=CC=1>[CH3:26][N:25]([CH3:27])[CH2:24][CH2:23][N:22]1[C:3](=[O:5])[CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[S:1][CH:15]1[C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 9989787HCID 9989787, compoundHCID 219323062-Sulfanylundecanoic acid

Product 1

HCID 14999116HCID 14999116, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Mercaptoundecanoic acid (2 g, 9.16 mmol) and N-nicotinylidene-N',N'-dimethylethylenediamine (1.62 g, 9.16 mmol) were dissolved in toluene (50 ml), and subjected to azeotropic dehydration for 2 hours. The solvent was removed from the product mixture by evaporation under reduced pressure. The residue was purified by column chromatography, giving 3-(2-dimethylaminoethyl)-5-(n-nonyl)-2-(3-pyridyl)thiazolidin-4-one (3.1 g, 90% yield). IR (CHCl3) [cm-1 ]; 2850, 1660, 1577, 1408.

Workup

  1. customThe solvent was removed from the product mixture by evaporation under reduced pressure
  2. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-50180ef7120f4c32b654cbd2e59a1295
Source dataset
uspto-grants-1992_04
Patent number
US05106860

Reaction notes

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