Iodine → 6-ethyl-5-iodo-1H-pyrimidin-4-one

HRID 129474Notes

Reaction equation

HRID 129474 reaction equation
[I:1]I.ClCl.[OH:5][C:6]1[CH:11]=[C:10]([CH2:12][CH3:13])[N:9]=[CH:8][N:7]=1>C(O)(=O)C>[OH:5][C:6]1[C:11]([I:1])=[C:10]([CH2:12][CH3:13])[N:9]=[CH:8][N:7]=1

Participants

5

Reactant 3

HCID 807Iodine2×HCID 24526ChlorineHCID 178436949HCID 178436949, compound

Product 1

HCID 1784377446-ethyl-5-iodo-1H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

50.8 g of iodine (0.20 mol) are introduced into 850 ml of acetic acid, and 14.8 g (0.21 mol) of chlorine are introduced at 30°-33° C., whereupon the iodine dissolves. 49.7 g (0.4 mol) of 4-hydroxy-6-ethylpyrimidine in solution in 150 ml of acetic acid are then added dropwise at 20° C., the crystalline end product separating out. Filtration with suction and recrystallisation from ethyl acetate yield 24.4 g of pure substance, m.p. 191°-192° C.

Workup

  1. dissolutiondissolves
  2. customthe crystalline end product separating out
  3. filtrationFiltration
  4. customwith suction and recrystallisation from ethyl acetate yield 24.4 g of pure substance, m.p. 191°-192° C.

Sources & evidence

ORD record
ord-00a0dcb63b3c4772ad20b7bdfef00fa2
Source dataset
uspto-grants-1995_11
Patent number
US05468751

Reaction notes

Loading…