HCID 54364326, compound → 1H-Purine, 8-(4-methoxy-2-(2-(methylthio)ethoxy)phenyl)-

HRID 1155066Notes

Reaction equation

HRID 1155066 reaction equation
COC1C=CC(C([NH:9][C:10]2[C:15]([NH:16][C:17](=O)[C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=3[O:26][CH2:27][CH2:28][S:29][CH3:30])=[CH:14][N:13]=[CH:12][N:11]=2)=O)=C(OCCSC)C=1>P(Cl)(Cl)(Cl)=O>[CH3:25][O:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]2[NH:16][C:15]3[C:10](=[N:11][CH:12]=[N:13][CH:14]=3)[N:9]=2)=[C:19]([O:26][CH2:27][CH2:28][S:29][CH3:30])[CH:20]=1

Participants

3

Reactant 1

HCID 54364326HCID 54364326, compound

Product 1

HCID 30599141H-Purine, 8-(4-methoxy-2-(2-(methylthio)ethoxy)phenyl)-

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

An amount of 3.1 g of 4,5-bis-[4-methoxy-2-(2-methylmercapto-ethoxy)-benzoylamino]pyrimidine was refluxed in 25 ml of phosphorus oxychloride for two hours. After the phosphorus oxychloride was distilled off, the residue was taken up in water and filtered, and the product was precipitated by addition of sodium bicarbonate and recrystallized from ethanol. A further fraction was obtained by purification of the mother liquors over silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1).

Workup

  1. distillationAfter the phosphorus oxychloride was distilled off
  2. filtrationfiltered
  3. customthe product was precipitated by addition of sodium bicarbonate
  4. customrecrystallized from ethanol
  5. customA further fraction was obtained by purification of the mother liquors over silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1)

Sources & evidence

ORD record
ord-aa39ce56751f4fe78d3eb3cbb3ba7fa0
Source dataset
uspto-grants-1981_11
Patent number
US04299834

Reaction notes

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