Hydrochloric Acid → HCID 178503388, compound

HRID 1905934Notes

Reaction equation

HRID 1905934 reaction equation
Cl.[CH3:2][S:3][C:4]1[NH:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)[N:8]=1.[Sn]>O>[CH3:2][S:3][C:4]1[NH:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 178503389HCID 178503389, compound

Product 1

HCID 178503388HCID 178503388, compoundYield 58.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Concentrated hydrochloric acid (60 ml) was added dropwise to a stirred suspension of 2-methylthio-4-(4-nitro-phenyl)-1H-imidazole (5.88 g) and granulated tin (8.9 g) in water (25 ml). After an additional 3 hours of stirring at 100° C., the mixture was cooled to room temperature and filtered. The filter cake was dissolved in water, and the solution was filtered and evaporated to dryness. The residual solid was washed with ethanol, filtered off and treated with an ethanolic solution of sodium ethoxyde to give the free base (3 g).

Workup

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationfiltered
  3. dissolutionThe filter cake was dissolved in water
  4. filtrationthe solution was filtered
  5. customevaporated to dryness
  6. washThe residual solid was washed with ethanol
  7. filtrationfiltered off
  8. additiontreated with an ethanolic solution of sodium ethoxyde

Sources & evidence

ORD record
ord-15c37095414b493eabf7e48ebf3e0b99
Source dataset
uspto-grants-1987_03
Patent number
US04649150

Reaction notes

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