Hydrazine → HCID 17990173, compound

HRID 2222229Notes

Reaction equation

HRID 2222229 reaction equation
Cl[C:2]1[N:7]([CH2:8][CH:9]2[CH2:11][CH2:10]2)[C:6](=[O:12])[NH:5][C:4](=[O:13])[CH:3]=1.[NH2:14][NH2:15]>C(O)C>[CH:9]1([CH2:8][N:7]2[C:2]([NH:14][NH2:15])=[CH:3][C:4](=[O:13])[NH:5][C:6]2=[O:12])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 179901746-Chloro-1-cyclopropylmethyluracil

Product 1

HCID 17990173HCID 17990173, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
82.5 °C

Procedure

6-Chloro-1-cyclopropylmethyluracil (24.34 g, 0.12 mol) was suspended in absolute ethanol (245 mL) under nitrogen. Anhydrous hydrazine (11.69 g, 0.36 mol) was added via syringe in excess, resulting in a clear-yellow solution. The reaction mixture was heated at 80-85° C. for one hour; bright yellow crystals began forming within minutes of the application of heat. The reaction mixture was cooled to room temperature and then in an ice bath, and the crude product collected by filtration. N2H4×HCl was removed by triturating with cold water to give the product as a pale yellow solid, 20.47 g (86%). Mp 221° C. (dec).

Workup

  1. customresulting in a clear-yellow solution
  2. custombright yellow crystals began forming within minutes of the application
  3. temperatureof heat
  4. temperatureThe reaction mixture was cooled to room temperature
  5. filtrationin an ice bath, and the crude product collected by filtration
  6. customN2H4×HCl was removed
  7. customby triturating with cold water

Sources & evidence

ORD record
ord-5eb0f140a6fa4afd9002c08e665fec3b
Source dataset
uspto-grants-2008_05
Patent number
US07371757B2

Reaction notes

Loading…