Diethyl Malonate → HCID 178516639, compound

HRID 841978Notes

Reaction equation

HRID 841978 reaction equation
[Na].Cl.[C:3]([NH2:11])(=[NH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:12](OCC)(=[O:19])[CH2:13][C:14](OCC)=[O:15]>C(O)C>[C:4]1([C:3]2[N:11]=[C:14]([OH:15])[CH:13]=[C:12]([OH:19])[N:10]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 7761Diethyl MalonateHCID 80289Benzamidine, hydrochlorideHCID 5360545Sodium

Product 1

HCID 178516639HCID 178516639, compoundYield 44,836.699%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To ethanol (200 mL) was added sodium (7.9 g, 34 mmol). After dissolution, benzamidine hydrochloride (20.0 g, 0.128 mmol) and diethyl malonate (20 mL, 132 mmol) were added. The reaction was heated for 4 hours and the solvent was removed in vacuo. Hydrochloric acid was added and a precipitate formed. The solid was collected and dried in a vacuum oven to give 10.8 g (45%) of 2-phenyl-4,6-dihydroxypyrimidine.

Workup

  1. additionwere added
  2. temperatureThe reaction was heated for 4 hours
  3. customthe solvent was removed in vacuo
  4. additionHydrochloric acid was added
  5. customa precipitate formed
  6. customThe solid was collected
  7. customdried in a vacuum oven

Sources & evidence

ORD record
ord-c13b87887abb4b9496ed73002a9db0ea
Source dataset
uspto-grants-2002_04
Patent number
US06372751B1

Reaction notes

Loading…