Diethyl Malonate → HCID 178418389, compound

HRID 1456931Notes

Reaction equation

HRID 1456931 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[NH:5][C:4]([CH3:10])(N)[N:3]=1.[O-]CC.[Na+].[Na].Cl.C(N)(=N)C.C(OCC)(=O)CC(OCC)=O>C(O)C>[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[N:5]=[C:4]([CH3:10])[N:3]=1

Participants

7

Reactant 5

HCID 7761Diethyl MalonateHCID 67170Acetamidine monohydrochlorideHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 1784183454,6-Dihydroxy-2-methylpyrimidinamine

Product 1

HCID 178418389HCID 178418389, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The first intermediate, 4,6-dihydroxy-2-methylpyrimidinamine, is synthesized by preparing sodium ethoxide in situ from sodium and an hydrous ethanol under a nitrogen blanket. Acetamidine hydrochloride and diethyl malonate are added and the reaction mixture heated to boiling for 2 to 5 hours to afford 4,6-dihydroxy-2-methylpyrimidine.

Workup

  1. temperaturethe reaction mixture heated

Sources & evidence

ORD record
ord-f98196065eca4dbda3efcb2621eb9c12
Source dataset
uspto-grants-1998_12
Patent number
US05846974

Reaction notes

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