p-Aminoacetophenone → HCID 15541283, compound

HRID 1291919Notes

Reaction equation

HRID 1291919 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].Cl[C:12](OC(Cl)(Cl)Cl)=[O:13].[C:19]([C:22]1[CH:23]=[C:24]([CH:26]=[C:27]([C:29](=[O:31])[CH3:30])[CH:28]=1)[NH2:25])(=[O:21])[CH3:20]>C1(C)C=CC=CC=1>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:12]([NH:25][C:24]2[CH:26]=[C:27]([C:29](=[O:31])[CH3:30])[CH:28]=[C:22]([C:19](=[O:21])[CH3:20])[CH:23]=2)=[O:13])=[CH:6][CH:5]=1)(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 7468p-AminoacetophenoneHCID 10426DiphosgeneHCID 463010Cni H1894

Product 1

HCID 15541283HCID 15541283, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Aminoacetophenone (1.35 g) in toluene (20 mL) was treated with trichloromethyl chloroformate (1.2 mL). The mixture was heated at reflux for 2 hr. 3,5-diacetylaniline (1.77 g) was added and the mixture was heated at reflux for 1 hr then allowed to stand 16 hr at room temp. The product was filtered off and washed with ethanol and dried to give 0.93 g of N-(4-acetylphenyl)-N'-(3,5-diacetylphenyl)urea, mp 251°-2° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hr
  3. temperaturethe mixture was heated
  4. temperatureat reflux for 1 hr
  5. filtrationThe product was filtered off
  6. washwashed with ethanol
  7. customdried

Sources & evidence

ORD record
ord-563424f0cbf14a6f879a017278b5f7fd
Source dataset
uspto-grants-1998_05
Patent number
US05753684

Reaction notes

Loading…