Ethyl Acetoacetate → HCID 178429414, compound

HRID 24963

Reaction equation

HRID 24963 reaction equation
C(=O)(O)O.[NH2:5][C:6]([NH2:8])=[NH:7].[C:9](OCC)(=[O:14])[CH2:10][C:11]([CH3:13])=O>C(O)C>[CH3:13][C:11]1[NH:5][C:6]([NH2:8])=[N:7][C:9](=[O:14])[CH:10]=1

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 286947Carbonic acid-guanidine (1:1)

Product 1

HCID 178429414HCID 178429414, compoundYield 125.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dry ethanol (600 mL), 91.89 g of guanidine carbonate, and 146.1 g of ethyl acetoacetate were added to a 1 L flask. The reaction solution was gradually heated to reflux temperature and stirred overnight. Ethanol (300 mL) was evaporated, and the reaction mixture was heated under reflux for two hours. After the reaction mixture was cooled, 300 mL of hexane was added. The resulting precipitate was filtered, washed and dried. 119.3 g of 6-methyl-iso cytosine was obtained.

Workup

  1. temperatureThe reaction solution was gradually heated
  2. temperatureto reflux temperature
  3. customEthanol (300 mL) was evaporated
  4. temperaturethe reaction mixture was heated
  5. temperatureunder reflux for two hours
  6. temperatureAfter the reaction mixture was cooled
  7. addition300 mL of hexane was added
  8. filtrationThe resulting precipitate was filtered
  9. washwashed
  10. customdried

Sources & evidence

ORD record
ord-d0a2792311094e53ba927cdb4a416d7a
Source dataset
uspto-grants-2005_02
Patent number
US06858359B2

Linked notes

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