Hydrochloric Acid → HCID 178518410, compound

HRID 1365128Notes

Reaction equation

HRID 1365128 reaction equation
[NH:1]([C:5]1[CH:9]=[CH:8][O:7][C:6]=1[C:10]([O:12]CC)=O)[C:2]([NH2:4])=[O:3].[OH-].[Na+].Cl>CO>[N:1]1[C:5]2[CH:9]=[CH:8][O:7][C:6]=2[C:10]([OH:12])=[N:4][C:2]=1[OH:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59593138Ethyl 3-ureidofuran-2-carboxylate

Product 1

HCID 178518410HCID 178518410, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 3-ureidofuran-2-carboxylate 35 (120 mg, 1.0 eq) was suspended in methanol (6 ml) and treated with 1.5 M NaOH (1.5 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. Mixture was concentrated. Methanol was added to residue and solid was filtered and dried at 95° C. under high vacuum for 24 h to yield furo[3,2-d]pyrimidine-2,4-diol 36 (90 mg, 91%) 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. concentrationMixture was concentrated
  6. additionMethanol was added to residue and solid
  7. filtrationwas filtered
  8. customdried at 95° C. under high vacuum for 24 h

Sources & evidence

ORD record
ord-e5b445e07d2d40e1b977b08607a48c76
Source dataset
uspto-grants-2011_02
Patent number
US07888352B2

Reaction notes

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