Triethylamine → HCID 19827542, compound

HRID 1494443Notes

Reaction equation

HRID 1494443 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[F:11])[CH3:2].C(N(CC)CC)C.[C:19](Cl)(=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21]>C1(C)C=CC=CC=1>[CH2:1]([N:3]([C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[F:11])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 12530822HCID 12530822, compound

Product 1

HCID 19827542HCID 19827542, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

15.7 g of N-ethyl-2,4-difluoroaniline and 11.0 g of triethylamine are dissolved in 40 ml of toluene. 12.1 g of pivaloyl chloride are added dropwise with cooling, and the mixture is then heated at the boiling point for 1 hour. The mixture is discharged into 100 ml of ice water, and the toluene phase is separated off, washed with 1 N HCl and then with H2O and evaporated in vacuo. 23.7 g of a yellowish oil which crystallizes on standing are obtained. Melting point: 69°-71° (recrystallized from dilute ethanol).

Workup

  1. temperaturewith cooling
  2. temperaturethe mixture is then heated at the boiling point for 1 hour
  3. customthe toluene phase is separated off
  4. washwashed with 1 N HCl
  5. customwith H2O and evaporated in vacuo
  6. custom23.7 g of a yellowish oil which crystallizes
  7. customon standing are obtained
  8. customMelting point: 69°-71° (recrystallized from dilute ethanol)

Sources & evidence

ORD record
ord-cfb4149fdb284dd4a65ea111250eca49
Source dataset
uspto-grants-1991_06
Patent number
US05026625

Reaction notes

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