Hydrochloric Acid → HCID 178518538, compound

HRID 326573Notes

Reaction equation

HRID 326573 reaction equation
[SH:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([OH:11])[N:3]=1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl.CCCCCC>C(O)C.[OH-].[Na+].O>[CH2:12]([S:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([OH:11])[N:3]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 8058HexaneHCID 178518557HCID 178518557, compound

Product 1

HCID 178518538HCID 178518538, compoundYield 45%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

2.00 g (11.9 mmol) of 2-mercapto-6-hydroxypurine was dissolved in a solvent mixture of 10 ml of ethanol, 10.9 ml of 2N sodium hydroxide and 15 ml of water. Under ice cooling with stirring, 2.06 ml (17.9 mmol) of benzylbromide was added to the solution, following stirring at room temperature for 30 minutes. Again under ice cooling, the mixture was neutralized with 2N hydrochloric acid and 30 ml of n-hexane was added to the mixture. A precipitated was collected by filtration, washed with ethyl acetate and dried to afford 1.32 g (yield, 45%) of 2-benzylthio-6-hydroxypurine as a crude product.

Workup

  1. stirringfollowing stirring at room temperature for 30 minutes
  2. additionwas added to the mixture
  3. filtrationA precipitated was collected by filtration
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-c3e66330ef6643a598b433f521b98681
Source dataset
uspto-grants-1993_12
Patent number
US05270316

Reaction notes

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