Methyl chloroacetate → HCID 178501887, compound

HRID 1906760Notes

Reaction equation

HRID 1906760 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+].Cl[CH2:20][C:21]([O:23][CH3:24])=[O:22]>CO>[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][CH3:24])=[O:22])[C:4]2=[N:3]1

Participants

5

Reactant 3

HCID 7295Methyl chloroacetateHCID 11430Potassium CarbonateHCID 178481720HCID 178481720, compound

Product 1

HCID 178501887HCID 178501887, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

1.5 g of 2-methyl-3-hydroxy-7-mercapto-pyrazolo [4,3-d]pyrimidine was suspended in 35 ml of methanol, and 1.25 g of anhydrous potassium carbonate and 1.07 g of methyl chloroacetate were sequentially added. The mixture was heated at 60° C. for 18 hours. Then, the solvent was distilled off. Water was added to the residue, and the residue was dissolved. Chloroform-soluble substances were extracted with chloroform and removed. Then, the aqueous layer was acidified with 1:1 hydrochloric acid, and the precipitated solid was extracted with chloroform. This chloroform layer was washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off. The remaining solid was recrystallized from acetone-chloroform.

Workup

  1. distillationThen, the solvent was distilled off
  2. additionWater was added to the residue
  3. dissolutionthe residue was dissolved
  4. extractionChloroform-soluble substances were extracted with chloroform
  5. customremoved
  6. extractionthe precipitated solid was extracted with chloroform
  7. washThis chloroform layer was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationThen, the solvent was distilled off
  10. customThe remaining solid was recrystallized from acetone-chloroform

Sources & evidence

ORD record
ord-f0ce44db630b4513bb41df19187fd123
Source dataset
uspto-grants-1987_03
Patent number
US04654348

Reaction notes

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