Acetic Acid → Lcb-2183

HRID 326824Notes

Reaction equation

HRID 326824 reaction equation
N[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][N:10]=2)[N:5]=[C:4]([CH2:12][O:13][CH2:14][CH3:15])[N:3]=1.C(O)(=[O:18])C>[OH-].[Na+]>[CH2:14]([O:13][CH2:12][C:4]1[NH:3][C:2](=[O:18])[C:11]2[C:6](=[N:7][CH:8]=[CH:9][N:10]=2)[N:5]=1)[CH3:15]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 107982772-(Ethoxymethyl)pteridin-4-amine

Product 1

HCID 135418284Lcb-2183

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 30.0 g (0.146 mole) of 4-amino-2-(ethoxymethyl)pteridine in 800 ml of 5% aqueous sodium hydroxide is brought slowly to 75° C. and maintained at this temperature for 2 hours. After cooling, the solution obtained is acidified with acetic acid to pH 6 and is then extracted with chloroform. The organic extracts are dried over sodium sulphate and concentrated to dryness under reduced pressure. The solid residue is recrystallized from ethanol in the presence of Norit. Yld: 19.5 g (65%), m.p.=168°-169° C. The product is identical to that obtained in Example 1.

Workup

  1. customis brought slowly to 75° C.
  2. temperaturemaintained at this temperature for 2 hours
  3. temperatureAfter cooling
  4. customthe solution obtained
  5. extractionis then extracted with chloroform
  6. dry with materialThe organic extracts are dried over sodium sulphate
  7. concentrationconcentrated to dryness under reduced pressure
  8. customThe solid residue is recrystallized from ethanol in the presence of Norit
  9. customthat obtained in Example 1

Sources & evidence

ORD record
ord-9e93399b74e645218c329a7141c65e40
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

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