Triethylamine → HCID 7960855, compound

HRID 2056614Notes

Reaction equation

HRID 2056614 reaction equation
C(N(CC)CC)C.[F:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:10]=1[C:11](Cl)=[O:12].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[C:26]([O:28][CH3:29])[CH:27]=1)[NH2:24]>C1(C)C=CC=CC=1>[CH3:29][O:28][C:26]1[CH:25]=[C:23]([NH:24][C:11](=[O:12])[C:10]2[C:9]([F:8])=[CH:17][CH:16]=[CH:15][C:14]=2[F:18])[CH:22]=[C:21]([O:20][CH3:19])[CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 663013,5-DimethoxyanilineHCID 874382,6-Difluorobenzoyl chloride

Product 1

HCID 7960855HCID 7960855, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

5.5 ml (39.2 mmol; 1.2 equivalent) of triethylamine and 4.5 ml (35.9 mmol; 1.1 equivalent) of 2,6-difluorobenzoyl chloride are added to 5 g (32.6 mmol) of 3,5-dimethoxyaniline in solution in 100 ml of anhydrous toluene. The reaction medium is maintained under stirring at 70° C. for 1 hour 30 minutes, then, after returning to ambient temperature, washed with 3 times 50 ml of water. The resulting organic phase is dried over magnesium sulphate then the solvent is evaporated off under reduced pressure. The expected product is obtained in the form of a white powder (8.75 g; yield=97%) used in the following stage without other purification.

Workup

  1. temperatureThe reaction medium is maintained
  2. customafter returning to ambient temperature
  3. washwashed with 3 times 50 ml of water
  4. dry with materialThe resulting organic phase is dried over magnesium sulphate
  5. customthe solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-a80319ffdacb481f82d96d37ccbfbd80
Source dataset
uspto-grants-2008_02
Patent number
US07335674B2

Reaction notes

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