Terephthaloyl chloride → N,N'-diheptylterephthalamide

HRID 374371Notes

Reaction equation

HRID 374371 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-69be2e253a044d14a6548481e42886b2
Source dataset
uspto-grants-1992_11
Patent number
US05166429

Reaction notes

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