Formamidine acetate → HCID 19735511, compound

HRID 326694Notes

Reaction equation

HRID 326694 reaction equation
C(O)(=O)C.[CH:5]([NH2:7])=[NH:6].[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]([C:21](OCC)=[O:22])[C:16](OCC)=[O:17])[CH:12]=[CH:13][CH:14]=1>CO>[Cl:8][C:9]1[CH:10]=[C:11]([CH:15]2[C:16](=[O:17])[NH:7][CH:5]=[N:6][C:21]2=[O:22])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 267417diethyl(3-chlorophenyl)propanedioate

Product 1

HCID 19735511HCID 19735511, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.97 g of formamidine acetate were added to a solution of 3.96 g of Na and 100 ml of absolute methanol. After cooling, the solution to 10° C. 15.51 g of diethyl (m-chlorophenyl)malonate were added in portions. After 2.5 hours, the solvent was evaporated under reduced pressure. The residue was dissolved in water and the solution was adjusted to pH 5.0 with glacial acetic acid. The resulting precipitate was removed by filtration under suction, washed with water, ethanol and ether and dried at 70° C. under reduced pressure. There was obtained 5-(m-chlorophenyl)-4,6(1H,5H)-pyrimidinedione which was used directly in the next step.

Workup

  1. temperatureAfter cooling
  2. customto 10° C
  3. customthe solvent was evaporated under reduced pressure
  4. dissolutionThe residue was dissolved in water
  5. customThe resulting precipitate was removed by filtration under suction
  6. washwashed with water, ethanol and ether
  7. customdried at 70° C. under reduced pressure

Sources & evidence

ORD record
ord-3442506fffca47eb8b3bf498083e61bc
Source dataset
uspto-grants-1993_12
Patent number
US05270313

Reaction notes

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