Hydrochloric Acid → HCID 15300825, compound

HRID 1779302Notes

Reaction equation

HRID 1779302 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH:11]2[C:19]3[C:14](=[N:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:20])[O:12]2)[N:4]=1.[O-:21]Cl.[Na+].[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([C:19]2[C:14]([C:13]([OH:12])=[O:20])=[N:15][CH:16]=[CH:17][CH:18]=2)=[O:21])[N:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15300824HCID 15300824, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 15300825HCID 15300825, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

490 mg of 5-(4,6-dimethoxy-2-pyrimidinyl)-furo[3,4-b]pyridine-7(5H)-one is dissolved in 50 ml of methanol and the mixture heated with stirring at 50° C. until a homogenous solution is formed (ca 1/2 hr). 2.6 g of NaOCl is added dropwise and the solution heated for a further 1/2 hr at 55° C. 0.208 g of 50% NaOH is added at 55° and the mixture heated for a further 1/2 hr at this temperature and then cooled in an ice-bath and acidified with 1 ml conc. HCl The solvent is evaporated and the residue partitioned between 50 ml of CH2Cl2 and 50 ml of water. The organic phase is concentrated to give a white solid, m.p. 71°-73°.

Workup

  1. temperaturethe mixture heated
  2. customis formed (ca 1/2 hr)
  3. temperaturethe solution heated for a further 1/2 hr at 55° C
  4. temperaturethe mixture heated for a further 1/2 hr at this temperature
  5. temperaturecooled in an ice-bath
  6. customis evaporated
  7. customthe residue partitioned between 50 ml of CH2Cl2 and 50 ml of water
  8. concentrationThe organic phase is concentrated
  9. customto give a white solid, m.p. 71°-73°

Sources & evidence

ORD record
ord-dcb0f49b148c4290977340b0605f8d40
Source dataset
uspto-grants-1997_05
Patent number
US05627137

Reaction notes

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