Acetyl chloride → HCID 14879182, compound

HRID 1032471Notes

Reaction equation

HRID 1032471 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[F:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[N:13]1[C:17](=[O:18])[CH2:16][NH:15][C:14]1=[O:19].C(N(CC)CC)C.CN(C1C=CC=CN=1)C>C(Cl)Cl>[C:1]([N:15]1[CH2:16][C:17](=[O:18])[N:13]([C:7]2[CH:8]=[C:9]([F:12])[CH:10]=[CH:11][C:6]=2[F:5])[C:14]1=[O:19])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 14650513HCID 14650513, compound

Product 1

HCID 14879182HCID 14879182, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

Acetyl chloride (1.05 equivalent) in methylene chloride (50 mL) was added dropwise to a solution of 3-(2,5-difluorophenyl)imidazolidine-2,4-dione (50 mmol) in methylene chloride (150 mL) containing triethylamine (1.1 equivalent) and a catalytic amount of dimethylaminopyridine. The solution was allowed to stir overnight at room temperature, then was diluted with methylene chloride, and washed with 10% HCl, with water and with brine (saturated), dried (MgSO4), filtered and concentrated to give N-acetyl-3-(2,5-difluorophenyl)imidazolidine-2,4-dione.

Workup

  1. washwashed with 10% HCl, with water and with brine (saturated)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-2e6ecc303134452baf5a359b029b5d63
Source dataset
uspto-grants-1990_09
Patent number
US04958028

Reaction notes

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