Urea → HCID 19101100, compound

HRID 1614177Notes

Reaction equation

HRID 1614177 reaction equation
[CH3:1][C:2]([CH3:14])([C:4](=[O:13])[CH:5](Br)[C:6](=O)[C:7]([CH3:10])([CH3:9])[CH3:8])[CH3:3].[NH2:15][C:16]([NH2:18])=[O:17]>CN(C=O)C>[NH2:18][C:16]1[O:17][C:5]([C:4](=[O:13])[C:2]([CH3:14])([CH3:3])[CH3:1])=[C:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[N:15]=1

Participants

4

Reactant 2

HCID 1176UreaHCID 546382bromo-dipivaloylmethane

Product 1

HCID 19101100HCID 19101100, compoundYield 42.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2,2,6,6-tetramethyl-4-bromo-3,5-heptanedione (70 g) and urea (77 g) in DMF (500 mL) is heated at 110°-120° C. overnight. The reaction mixture is cooled and poured into ice water (1500 mL) and the resulting precipitate is collected by filtration and air dried. The solid is rinsed with hexane (1000 mL) and then with isopropyl ether (200 mL) and dried under vacuum overnight to give 1-[2-amino-4-(1,1-dimethylethyl)-5-oxazolyl]-2,2-dimethyl-1-propanone (25.5 g, 42%); mp 248°-250° C.

Workup

  1. temperatureis heated at 110°-120° C. overnight
  2. temperatureThe reaction mixture is cooled
  3. filtrationthe resulting precipitate is collected by filtration and air
  4. customdried
  5. washThe solid is rinsed with hexane (1000 mL)
  6. dry with materialwith isopropyl ether (200 mL) and dried under vacuum overnight

Sources & evidence

ORD record
ord-03e39079bec64e41938e576d27c33df8
Source dataset
uspto-grants-1993_03
Patent number
US05196431

Reaction notes

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