Furfurylamine → HCID 178518100, compound

HRID 1950707Notes

Reaction equation

HRID 1950707 reaction equation
[NH:1]1[CH:8]=[CH:7][C:5]([NH2:6])=[N:4][C:2]1=[O:3].[CH2:9](N)[C:10]1[O:14][CH:13]=[CH:12][CH:11]=1.[Cl-].[NH4+]>O>[CH2:9]([NH:6][C:5]1[CH:7]=[CH:8][NH:1][C:2](=[O:3])[N:4]=1)[C:10]1[O:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 3438FurfurylamineHCID 25517Ammonium ChlorideHCID 178418229Cytosine

Product 1

HCID 178518100HCID 178518100, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the reaction flask with 40 g cytosine (0.36 mol), 190 ml furfurylamine (6 mol) (FIG. 1 IV and V), the same amount of water and 5.67 g catalyst ammonium chloride (0.3 mol) was added. The mixture was heated till boiling within 48-96 h. After cooling, the mixture was extracted with dichloromethane (ca. 300 ml). The organic layer was filtered to isolate the product. The raw product was crystallized and 61.196 g of pure product was obtained with yield 89%.

Workup

  1. temperatureThe mixture was heated
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with dichloromethane (ca. 300 ml)
  4. filtrationThe organic layer was filtered
  5. customto isolate the product
  6. customThe raw product was crystallized

Sources & evidence

ORD record
ord-68f7d46eb9e74913a61420d5526ba351
Source dataset
uspto-grants-2013_03
Patent number
US08404660B2

Reaction notes

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