Sodium Carbonate → HCID 178527876, compound

HRID 1979913Notes

Reaction equation

HRID 1979913 reaction equation
Cl[C:2]1[C:3]2[N:4]([CH:8]=[CH:9][N:10]=2)[CH:5]=[CH:6][N:7]=1.NC(N)=[S:13].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.[OH-].[Na+]>[SH:13][C:2]1[C:3]2[N:4]([CH:8]=[CH:9][N:10]=2)[CH:5]=[CH:6][N:7]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 2723790ThioureaHCID 102612868-Chloroimidazo[1,2-a]pyrazine

Product 1

HCID 178527876HCID 178527876, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

To 3.10 g(0.02 mol) of 8-chloroimidazo[1,2-a]pyrazine in 70 ml of ethanol was added 1.52 g (0.02 mol) of thiourea and the mixture was refluxed. After 3 hours, the reaction mixture was cooled to 0° C. The thiouronium salt was collected by filtration, dried and suspended in 80 ml of water. To this was added 3.46 g (33 mmol) of sodium carbonate. The reaction mixture was stirred for 15 minutes and then diluted with 30 ml of 5% sodium hydroxide solution. The aqueous solution was washed with 50 ml of chloroform, made acidic with acetic acid and then extracted with 2×50 ml of chloroform. The organic extracts were dried (Na2SO4), filtered, and concentrated to yield the crystalline product.

Workup

  1. temperaturethe mixture was refluxed
  2. filtrationThe thiouronium salt was collected by filtration
  3. customdried
  4. washThe aqueous solution was washed with 50 ml of chloroform
  5. extractionextracted with 2×50 ml of chloroform
  6. dry with materialThe organic extracts were dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customto yield the crystalline product

Sources & evidence

ORD record
ord-a9420e7f4ed04b28840707eaaa7280bd
Source dataset
uspto-grants-1984_11
Patent number
US04483858

Reaction notes

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