Sodium Hydroxide → Benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione

HRID 1408467Notes

Reaction equation

HRID 1408467 reaction equation
[C:1]([C:4]1[O:5][C:6]2[CH:18]=[CH:17][CH:16]=[CH:15][C:7]=2[C:8]=1[NH:9][C:10](=O)[O:11]CC)(=[O:3])[NH2:2].[OH-].[Na+]>CCO>[NH:9]1[C:8]2[C:7]3[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=3[O:5][C:4]=2[C:1](=[O:3])[NH:2][C:10]1=[O:11]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 7385835HCID 7385835, compound

Product 1

HCID 12353989Benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-carbamoylbenzofuran-3-ylcarbamate (114 mg, 0.460 mmol, 1.0 eq) in a 5% NaOH solution (3.7 mL, 4.60 mmol, 10.0 eq) and EtOH (2.2 mL) was heated to reflux for 1 h. After the mixture was cooled to room temperature, the product was precipitated by adding HCl (conc., 37%) and a solid was collected by filtration and washed with water and Et2O. This compound (40 mg, 43%) was used for the next step without further purification.

Workup

  1. temperatureto reflux for 1 h
  2. customthe product was precipitated
  3. additionby adding HCl (conc., 37%)
  4. filtrationa solid was collected by filtration
  5. washwashed with water and Et2O
  6. customThis compound (40 mg, 43%) was used for the next step without further purification

Sources & evidence

ORD record
ord-95ebc1544ab749c3bc3f23d26ab596d5
Source dataset
uspto-grants-2014_12
Patent number
US08921361B2

Reaction notes

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