Sodium Carbonate → HCID 10731614, compound

HRID 580922

Reaction equation

HRID 580922 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]3[N:13]([CH:14]=2)[C:12]2[CH2:15][CH2:16][CH2:17][CH2:18][C:11]=2[S:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)=O.[C:24](=O)([O-])[O-:25].[Na+].[Na+]>CN(C)C=O>[C:1]1([C:7]2[N:8]=[C:9]3[N:13]([C:14]=2[CH:24]=[O:25])[C:12]2[CH2:15][CH2:16][CH2:17][CH2:18][C:11]=2[S:10]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 7608862-Phenyl-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole

Product 1

HCID 10731614HCID 10731614, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

3.35 g of 5,6,7,8-tetrahydro-2-phenylimidazo[2,1-b]benzothiazole was suspended in 20 ml of dimethylformamide. To the resultant mixture, 3 ml of phosphorus oxychloride was added dropwise at 0° C. over 10 minutes. The solution was gradually returned to room temperature, then heated and stirred at 60° C. for 3 hours, poured onto an aqueous sodium carbonate solution, then extracted with chloroform. The solvent was distilled off, the residue was then recrystallized from ethanol to obtain the desired substance in an amount of 2.31 g (yield of 82.0%) (melting point:150-150.5° C.).

Workup

  1. customwas gradually returned to room temperature
  2. temperatureheated
  3. extractionextracted with chloroform
  4. distillationThe solvent was distilled off
  5. customthe residue was then recrystallized from ethanol
  6. customto obtain the desired substance in an amount of 2.31 g (yield of 82.0%) (melting point:150-150.5° C.)

Sources & evidence

ORD record
ord-d1941fde172f477b96484c5054a58e59
Source dataset
uspto-grants-1999_07
Patent number
US05919799

Linked notes

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