Hydrochloric Acid → HCID 178518409, compound

HRID 2262037Notes

Reaction equation

HRID 2262037 reaction equation
[C:1]1([C:7]2[O:11][C:10]([C:12](OCC)=[O:13])=[C:9]([NH:17][C:18]([NH2:20])=[O:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[C:1]1([C:7]2[O:11][C:10]3[C:12]([OH:13])=[N:20][C:18]([OH:19])=[N:17][C:9]=3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59592882HCID 59592882, compound

Product 1

HCID 178518409HCID 178518409, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Phenyl-3-ureidofuran-2-carboxylate 41 (125 mg, 1.0 eq) was suspended in methanol (5 ml) and treated with 1.5 M NaOH (1 ml). Reaction mixture was heated to reflux for 90 minutes. Reaction mixture was allowed to cool down to room temperature, and was acidified with 6N HCl up to pH 3. Solid was filtered and dried at 95° C. under high vacuum for 24 h to yield 6-phenylfuro[3,2-d]pyrimidine-2,4-diol (79 mg, 76%) as a beige solid which was used in the next reaction without further purification.

Workup

  1. customReaction mixture
  2. temperaturewas heated
  3. temperatureto reflux for 90 minutes
  4. customReaction mixture
  5. filtrationSolid was filtered
  6. customdried at 95° C. under high vacuum for 24 h

Sources & evidence

ORD record
ord-de340bf5aa3e46fd9c33e19d423bd5b2
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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