Diethyl Malonate → HCID 178489012, compound

HRID 652995

Reaction equation

HRID 652995 reaction equation
C[O-].[Na+].Cl.[CH3:5][O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([NH2:13])=[NH:12])=[CH:9][CH:8]=1.[C:16](OCC)(=[O:23])[CH2:17][C:18](OCC)=[O:19]>CO.C(O)C>[CH3:5][O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]2[N:13]=[C:18]([OH:19])[CH:17]=[C:16]([OH:23])[N:12]=2)=[CH:9][CH:8]=1

Participants

6

Reactant 3

HCID 7761Diethyl MalonateHCID 10942334Sodium MethoxideHCID 123262194-Methoxybenzamidine Hydrochloride

Product 1

HCID 178489012HCID 178489012, compoundYield 83.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

338 g of a 30% solution of sodium methylate in methanol are added over 10 minutes to a suspension of 112 g of p-methoxybenzamidine hydrochloride and 101 g of diethyl malonate in 520 ml of ethanol, and the mixture is subsequently refluxed for 5 hours. The reaction mixture is then concentrated by rotary evaporation and the residue is dissolved in 1000 ml of warm water of 80° C. The solution is filtered and the filtrate is acidified to pH 1. The precipitate is isolated by filtration and vacuum dried at 80° C., affording 109.8 g of 2-p-methoxyphenyl-4,6-dihydroxypyrimidine with a melting point of 318° C. (decompos.).

Workup

  1. temperaturethe mixture is subsequently refluxed for 5 hours
  2. concentrationThe reaction mixture is then concentrated by rotary evaporation
  3. dissolutionthe residue is dissolved in 1000 ml of warm water of 80° C
  4. filtrationThe solution is filtered
  5. customThe precipitate is isolated by filtration and vacuum
  6. customdried at 80° C.

Sources & evidence

ORD record
ord-9bd82115635c44efbcd6ea8d55ec29a4
Source dataset
uspto-grants-1987_06
Patent number
US04674229

Linked notes

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