Hydrogen iodide → 4-Iodo-6-methoxypyrimidin-2-amine

HRID 542656Notes

Reaction equation

HRID 542656 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([O:9][CH3:10])[N:3]=1.[IH:11]>O.C(=O)([O-])[O-].[K+].[K+]>[NH2:1][C:2]1[N:7]=[C:6]([I:11])[CH:5]=[C:4]([O:9][CH3:10])[N:3]=1

Participants

5

Reactant 2

HCID 24841Hydrogen iodideHCID 798112-Pyrimidinamine, 4-chloro-6-methoxy-

Product 1

HCID 138244654-Iodo-6-methoxypyrimidin-2-amine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 11430Potassium CarbonateSolvent

Procedure

18.0 g of 2-amino-4-chloro-6-methoxypyrimidine was added to 65 mL of 57% aqueous hydroiodic acid with ice bath cooling. The resulting thick mixture was kept at ambient temperature for 65 hours, diluted with water and neutralized with potassium carbonate. The solid was collected and recrystallized from aqueous ethanol to give 5.0 g of white crystals, m.p. 141.5°-144° C.

Workup

  1. temperaturecooling
  2. customThe solid was collected
  3. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-a3ee4e4c332e4672a411cc41f630d79b
Source dataset
uspto-grants-1987_04
Patent number
US04659361

Reaction notes

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