Acetone → N-[4-(hexadecylamino)benzoyl]urea

HRID 2163769

Reaction equation

HRID 2163769 reaction equation
Cl.[CH2:2]([NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[NH2:28][C:29]([NH2:31])=[O:30].[Na].CC(C)=O>C(Cl)Cl>[CH2:2]([NH:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:28][C:29]([NH2:31])=[O:30])=[O:24])=[CH:21][CH:20]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 180AcetoneHCID 132553224-Hexadecylaminobenzoyl chloride hydrochlorideHCID 86736265Urea, monosodium salt

Product 1

HCID 20437348N-[4-(hexadecylamino)benzoyl]urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The 12.6 g. of 4-(hexadecylamino)benzoyl chloride hydrochloride in methylene chloride is added to 5 g. of sodium urea in 30 ml. of acetone and the mixture is stirred at 20° C. for 18 hours. Dilute alkali is added and the solid washed with alkaline aqueous acetone. Recrystallization from ethanol gives pure white crystals of product.

Workup

  1. additionDilute
  2. additionalkali is added
  3. washthe solid washed with alkaline aqueous acetone
  4. customRecrystallization from ethanol
  5. customgives pure white crystals of product

Sources & evidence

ORD record
ord-090e718136fa4ead865c59a0da671699
Source dataset
uspto-grants-1979_01
Patent number
US04136256

Linked notes

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