Sodium Chloride → HCID 19066522, compound

HRID 481444Notes

Reaction equation

HRID 481444 reaction equation
C(Cl)Cl.[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)[C:12]2=[O:22])=[CH:7][CH:6]=1.[C:23](Cl)(=[O:25])[CH3:24].[Cl-].[Na+]>C(N(CC)CC)C>[C:23]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:15][CH2:14][N:13]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)[C:12]2=[O:22])=[CH:9][CH:10]=1)(=[O:25])[CH3:24]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 19066535HCID 19066535, compound

Product 1

HCID 19066522HCID 19066522, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a 10 ml dried methylene chloride solution of 0.57 g (2.24 mmol) of 1-(4-aminophenyl)-3-(3-pyridyl)-2-imidazolidinone in a 100 ml round-bottomed flask were added 0.34 ml (1.1 eg.) of triethylamine, and, after stirred for 15 minutes, 0.17 ml (1.1 eg.) of acetyl chloride were added dropwise under cooling with ice. After dropwise addition, the mixture was stirred for 8 hours at room temperature. To this reaction mixture were added 10 ml of saturated aqueous solution of sodium chloride, and the organic layer was separated. The organic layer was dried over anhydrous sodium sulfate and then solvent was distilled off under reduced pressure to obtain 0.16 g (yield 24%) of 1-(4-acetylaminophenyl)-3-(3-pyridyl)-2-imidazolidinone.

Workup

  1. temperatureunder cooling with ice
  2. additionAfter dropwise addition
  3. stirringthe mixture was stirred for 8 hours at room temperature
  4. customthe organic layer was separated
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. distillationsolvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-fb1492941288427895bad31f09abe4f0
Source dataset
uspto-grants-1998_08
Patent number
US05789425

Reaction notes

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