Water → 6-phenyldihydropyrimidine-2,4(1h,3h)-dione

HRID 1245343Notes

Reaction equation

HRID 1245343 reaction equation
[C:1]1([C@H:7](C(O)=O)N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]([NH2:15])([NH2:14])=[O:13].CCN([CH2:21][CH3:22])CC.[OH2:23]>>[C:1]1([CH:7]2[NH:15][C:12](=[O:13])[NH:14][C:22](=[O:23])[CH2:21]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 962WaterHCID 1176UreaHCID 8471TriethylamineHCID 70134Phenylglycine, D-

Product 1

HCID 2392336-phenyldihydropyrimidine-2,4(1h,3h)-dione

Conditions

Temperature
150 °C

Procedure

A neat mixture of (R)-(−)-2-phenylglycine (500 mg, 2.4795 mmol) and carbamide (2 g, 33.3 mmol) was heated to 150° C. Et3N (0.6913 mL, 4.959 mmol) was added after the mixture melted. Stirring was continued at 150° C. for 4 hours followed by cooling to room temperature. The product was dissolve in water at 100° C., then cool to room temperature. Product precipitated out of the solution. The product was collected by filtration and dried for use without purification.

Workup

  1. temperatureby cooling to room temperature
  2. temperaturecool to room temperature
  3. customProduct precipitated out of the solution
  4. filtrationThe product was collected by filtration
  5. customdried for use without purification

Sources & evidence

ORD record
ord-225c79bf0e1541ceb4061ab4d0db9d51
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

Loading…