Diethyl Malonate → HCID 178418389, compound

HRID 398722Notes

Reaction equation

HRID 398722 reaction equation
[O-]CC.[Na+].[Na].Cl.[C:7]([NH2:10])(=[NH:9])[CH3:8].[C:11](OCC)(=[O:18])[CH2:12][C:13](OCC)=[O:14]>C(O)C>[OH:14][C:13]1[CH:12]=[C:11]([OH:18])[N:10]=[C:7]([CH3:8])[N:9]=1

Participants

6

Reactant 4

HCID 7761Diethyl MalonateHCID 67170Acetamidine monohydrochlorideHCID 2723922Sodium ethoxideHCID 5360545Sodium

Product 1

HCID 178418389HCID 178418389, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The first intermediate, 4,6-dihydroxy-2-10 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-19a5daddfc6d430db8df3a628c25ac0b
Source dataset
uspto-grants-1998_10
Patent number
US05816260

Reaction notes

Loading…