Terephthaloyl chloride → N,N'-diheptylterephthalamide

HRID 1770048Notes

Reaction equation

HRID 1770048 reaction equation
[CH2:1]([NH2:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C([N:11]([CH2:14][CH3:15])CC)C.[C:16](Cl)(=[O:26])[C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1>C(Cl)Cl>[CH2:1]([NH:8][C:16](=[O:26])[C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:11][CH2:14][CH2:15][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[O:22])=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 7488Terephthaloyl chlorideHCID 81271-HeptanamineHCID 8471Triethylamine

Product 1

HCID 4098298N,N'-diheptylterephthalamideYield 90.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 4.6 g heptylamine, 4.04 g triethylamine and 30 ml methylene dichloride, was added with stirring 4.06 g terephthaloyl chloride under ice cooling. Stirring was continued at room temperature for two hours, and the solid which separated out was collected by filtration, washed with methylene dichloride and water in that order, and dried, giving 6.5 g of N,N'-diheptylterephthalamide.

Workup

  1. additionwas added
  2. customthe solid which separated out
  3. filtrationwas collected by filtration
  4. washwashed with methylene dichloride and water in that order
  5. customdried

Sources & evidence

ORD record
ord-5d5b0821e60e4313928d4c26049f931a
Source dataset
uspto-grants-1995_01
Patent number
US05384425

Reaction notes

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