Methane → Anagrelide Hydrochloride Hydrate

HRID 614905Notes

Reaction equation

HRID 614905 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][N:5]1[CH2:15][C:14](=[O:16])[NH:13][C:6]1=[N:7]2.Cl.C>CO>[OH2:16].[ClH:1].[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][N:5]1[CH2:15][C:14](=[O:16])[NH:13][C:6]1=[N:7]2

Participants

5

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 135409400Anagrelide

Product 1

HCID 135565321Anagrelide Hydrochloride Hydrate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6,7-Dichloro-1,5-dihydroimidazo[2,1-b]-quinazolin-2(3H)-one (94.0 g, 0.367 mol) was added to 2.82 liters of boiling methanol. To the suspension was added 77 ml. (0.92 mol) of concentrated hydrochloric acid. A nearly complete solution resulted. Darco G-60 was added, the mixture was boiled for ca. 3 minutes and then filtered. The filtrate was reheated to boiling to effect solution, then cooled slightly, and 1.9 liters of ether added cautiously. The mixture was stirred at ambient temperature for 2 hours and the solid was filtered off. (Crop A).

Workup

  1. additionTo the suspension was added 77 ml
  2. customA nearly complete solution resulted
  3. filtrationfiltered
  4. temperaturecooled slightly
  5. addition1.9 liters of ether added cautiously
  6. filtrationthe solid was filtered off

Sources & evidence

ORD record
ord-ac90729eb582404598dc3d7e155e4a83
Source dataset
uspto-grants-1979_03
Patent number
US04146718

Reaction notes

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