HCID 14422529, compound → HCID 14422530, compound

HRID 2051121Notes

Reaction equation

HRID 2051121 reaction equation
C([C:4]1[C:5]([CH3:13])=[N:6][N:7]2[C:11]([CH3:12])=[CH:10][S:9][C:8]=12)(=O)C>Cl>[CH3:12][C:11]1[N:7]2[N:6]=[C:5]([CH3:13])[CH:4]=[C:8]2[S:9][CH:10]=1

Participants

3

Reactant 1

HCID 14422529HCID 14422529, compound

Product 1

HCID 14422530HCID 14422530, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 25.0 g of 7-acetyl-3,6-dimethylpyrazolo [5,1-b]thiazole and 200 ml of concentrated hydrochloric acid is refluxed for 10 hours. The reaction solution is concentrated, and the residue is neutralized with 10% sodium hydroxide and then extracted with chloroform. The extract is washed with water, dried over anhydrous sodium sulfate and distilled to remove chloroform. The residue is purified by silica gel chromatography (eluent: dichloromethanemethanol) to give 16.3 g of the oily title compound.

Workup

  1. temperatureis refluxed for 10 hours
  2. concentrationThe reaction solution is concentrated
  3. extractionextracted with chloroform
  4. washThe extract is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationdistilled
  7. customto remove chloroform
  8. customThe residue is purified by silica gel chromatography (eluent: dichloromethanemethanol)

Sources & evidence

ORD record
ord-73b29e19f09f439fac480869541059f9
Source dataset
uspto-grants-1991_05
Patent number
US05017212

Reaction notes

Loading…