Terephthaloyl chloride → N,N'-diheptylterephthalamide

HRID 1535071Notes

Reaction equation

HRID 1535071 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-c9aeefb8bf804ac09bf0f2e01e69497d
Source dataset
uspto-grants-1992_02
Patent number
US05091419

Reaction notes

Loading…