Chloroform → HCID 178473168, compound

HRID 1253004Notes

Reaction equation

HRID 1253004 reaction equation
[CH3:1][N:2]1[C:11]([OH:12])=[C:5]2[N:6]=[CH:7][N:8]=[C:9]([SH:10])[C:4]2=[N:3]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].C(Cl)(Cl)Cl>O>[CH3:1][N:2]1[C:11]([OH:12])=[C:5]2[N:6]=[CH:7][N:8]=[C:9]([S:10][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:4]2=[N:3]1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 178481720HCID 178481720, compound

Product 1

HCID 178473168HCID 178473168, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of 2-methyl-3-hydroxy-7-mercapto-pyrazolo[4,3-d]pyrimidine and 8.36 g of anhydrous potassium carbonate were dissolved in 100 ml of water, and after an addition of 8.08 g of ethyl bromoacetate, the mixture was stirred at room temperature for 4 hours. After confirming the completion of the reaction by means of thin layer chromatography, the reaction mixture was shaked with chloroform, whereby by-products were extracted to the chloroform layer and thus removed. The aqueous layer was neutralized with 1:1 hydrochloric acid to bring the pH to a level of from 3 to 4. The precipitated crystals were collected by filtration and then washed with water. Then, the crystals were recrystallized from chloroform-acetone.

Workup

  1. customthe completion of the reaction by means of thin layer chromatography
  2. extractionwere extracted to the chloroform layer
  3. customthus removed
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with water
  6. customThen, the crystals were recrystallized from chloroform-acetone

Sources & evidence

ORD record
ord-7dd3e43fb4474ee6bf4a3130084f91e3
Source dataset
uspto-grants-1988_05
Patent number
US04746663

Reaction notes

Loading…