Diethyl Malonate → HCID 178516639, compound

HRID 365387Notes

Reaction equation

HRID 365387 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-0187df9bdb3042c18dc08310c741a372
Source dataset
uspto-grants-2000_10
Patent number
US06127376

Reaction notes

Loading…