2,5-Pyridinedicarboxylic acid → N,N'-bis(3-hexylundecyl)pyridine-2,5-dicarboxamide

HRID 1248568Notes

Reaction equation

HRID 1248568 reaction equation
[CH2:1]([CH:7]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:8][CH2:9][NH2:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[N:19]1[CH:24]=[C:23]([C:25]([OH:27])=O)[CH:22]=[CH:21][C:20]=1[C:28]([OH:30])=O>>[CH2:1]([CH:7]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:8][CH2:9][NH:10][C:28]([C:20]1[CH:21]=[CH:22][C:23]([C:25]([NH:10][CH2:9][CH2:8][CH:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:27])=[CH:24][N:19]=1)=[O:30])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Procedure

N,N'-bis(3-hexylundecyl)pyridine-2,5-dicarboxamide was prepared using the method of Example 1 from 3-hexylundecylamine and pyridine 2,5-dicarboxylic acid. The product which was a brown oil was not distilled but was analysed as being 92% of theoretical strength (based on MW 642) by titration of an aliquot in acetic acid with perchloric acid. It was made up as a 0.2M solution in AROMASOL H and tested for extraction of copper in the presence of chloride ion using the method of Examples 6 and 7. The results are given in Table 3. They indicated that this compound is a strong extractant for copper which would be best employed in extracting copper from solutions of relatively low chloride ion concentration and relatively low acidity.

Workup

  1. distillationwas not distilled
  2. extractiontested for extraction of copper in the presence of chloride ion using the method of Examples 6 and 7
  3. extractionin extracting copper
  4. concentrationfrom solutions of relatively low chloride ion concentration and relatively low acidity

Sources & evidence

ORD record
ord-f6a7478f59d94891b0b8c9491941731e
Source dataset
uspto-grants-1985_06
Patent number
US04525330

Reaction notes

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