HCID 136109365, compound → HCID 135578121, compound

HRID 1638600Notes

Reaction equation

HRID 1638600 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][C:7]1[C:12](=[O:13])[NH:11][C:10]([NH:14][C:15](=[O:17])[CH3:16])=[N:9][C:8]=1[N:18]([C:22](=[O:24])[CH3:23])[C:19](=[O:21])[CH3:20])C>O>[C:15]([NH:14][C:10]1[NH:11][C:12](=[O:13])[C:7]([CH2:6][CH2:5][CH:4]=[O:3])=[C:8]([N:18]([C:22](=[O:24])[CH3:23])[C:19](=[O:21])[CH3:20])[N:9]=1)(=[O:17])[CH3:16]

Participants

3

Reactant 1

HCID 136109365HCID 136109365, compound

Product 1

HCID 135578121HCID 135578121, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-(2-acetylamino-4-diacetylamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propionaldehyde diethyl acetal (1.00 g, 2.6 mmol) in distilled water (30 ml) was stirred at room temperature for 18 hours. This solution was extracted with ethyl ether (3×50 ml), and chloroform (5×50 ml). The chloroform extracts were combined, washed with water (25 ml), brine (25 ml), dried (MgSO4) and spin evaporated in vacuo. The residue was recrystallized from chloroform/cyclohexane to yield 0.200 g (25% of theory) of analytically pure 3-(2-acetylamino-4-diacetylamino-1,6-dihydro-6-oxo-5-pyrimidinyl)propionaldehyde quarter hydrate, mp 164°-168° C.

Workup

  1. extractionThis solution was extracted with ethyl ether (3×50 ml), and chloroform (5×50 ml)
  2. washwashed with water (25 ml), brine (25 ml)
  3. dry with materialdried (MgSO4)
  4. customspin evaporated in vacuo
  5. customThe residue was recrystallized from chloroform/cyclohexane

Sources & evidence

ORD record
ord-023862c3778d4957bb8cba281d7d42b3
Source dataset
uspto-grants-1989_11
Patent number
US04880812

Reaction notes

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