Phosphorus oxychloride → HCID 178508434, compound

HRID 1982102Notes

Reaction equation

HRID 1982102 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]=[CH:9][CH:10]=[C:5]2[C:4](=O)[N:3]=1.P(Cl)(Cl)([Cl:14])=O>>[NH2:1][C:2]1[NH:7][C:6]2=[N:8][CH:9]=[CH:10][C:5]2=[C:4]([Cl:14])[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 219043482-Amino-4H-pyrrolo[2,3-d]pyrimidin-4-one

Product 1

HCID 178508434HCID 178508434, compound

Conditions

Temperature
110 °C

Procedure

2-Aminopyrrolo[2,3-d]pyrimidin-4-one (45 g) was suspended in phosphorus oxychloride (150 ml) and the suspension was stirred at 110° C. for 3 hours. The excess amount of phosphorus oxychloride was distilled off under reduced pressure and ice water (600 ml) was added to the residue, whereby the residue was thoroughly dissolved. The solution was cooled with stirring and adjusted to pH 9 with concentrated aqueous ammonia. The resulting precipitate was collected by filtration, washed with water and recrystallized from hot methanol (4 l) to give the above-identified compound (34.6 g).

Workup

  1. distillationThe excess amount of phosphorus oxychloride was distilled off under reduced pressure and ice water (600 ml)
  2. additionwas added to the residue, whereby the residue
  3. dissolutionwas thoroughly dissolved
  4. temperatureThe solution was cooled
  5. stirringwith stirring
  6. filtrationThe resulting precipitate was collected by filtration
  7. washwashed with water
  8. customrecrystallized from hot methanol (4 l)

Sources & evidence

ORD record
ord-b3fd495a34da49408506d66f494a6cc9
Source dataset
uspto-grants-1986_06
Patent number
US04595530

Reaction notes

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