Hydrochloric Acid → 2-Phenylthiazolo[5,4-d]pyrimidine-5,7-diol

HRID 1692756Notes

Reaction equation

HRID 1692756 reaction equation
[C:1]1([C:7]2[S:8][C:9]([NH:17][C:18]([NH2:20])=[O:19])=[C:10]([C:12](OCC)=[O:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[C:1]1([C:7]2[S:8][C:9]3[N:17]=[C:18]([OH:19])[N:20]=[C:12]([OH:13])[C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57685407HCID 57685407, compound

Product 1

HCID 1785184002-Phenylthiazolo[5,4-d]pyrimidine-5,7-diol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 2-phenyl-5-ureidothiazole-4-carboxylate 63 (x mg, x 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 2-phenylthiazolo[5,4-d]pyrimidine-5,7-diol 64 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-10a465b15d0e407bb67787e4103f606f
Source dataset
uspto-grants-2012_04
Patent number
US08158626B2

Reaction notes

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