Sodium Bicarbonate → HCID 22759449, compound

HRID 2071418Notes

Reaction equation

HRID 2071418 reaction equation
Br.[Br:2][CH2:3][CH2:4][NH:5][C:6]1[CH2:10][CH:9]([C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])[CH2:8][N:7]=1.C(=O)(O)[O-].[Na+]>C(O)(C)C>[BrH:2].[Cl:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([Cl:17])[C:11]=1[CH:9]1[CH2:8][N:7]2[CH2:3][CH2:4][N:5]=[C:6]2[CH2:10]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 70627697HCID 70627697, compound

Product 1

HCID 22759449HCID 22759449, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A stirred mixture of 2-β-bromoethylamino-4-(2,6-dichlorophenyl)-1-pyrroline hydrobromide (46.35 g.), anhydrous sodium bicarbonate (9.3 g.) and dry isopropanol (350 ml.) is heated under reflux for 4 hours with exclusion of moisture, the hot mixture is filtered and the solid residue is stirred and heated under reflux with dry isopropanol (350 ml.) for 1 hour. The hot mixture is filtered and the combined isopropanol filtrates are evaporated to dryness under reduced pressure. The residue is dissolved in boiling ethanol (200 ml.) and the solution is concentrated to 125 ml. and allowed to cool. The mixture is filtered and there is thus obtained as solid residue 6-(2,6-dichlorophenyl)-2,3,6,7-tetrahydro-5H-pyrrolo[1,2-a]imidazole hydrobromide, m.p. 297°-299° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 4 hours with exclusion of moisture
  3. filtrationthe hot mixture is filtered
  4. temperatureheated
  5. temperatureunder reflux with dry isopropanol (350 ml.) for 1 hour
  6. filtrationThe hot mixture is filtered
  7. customthe combined isopropanol filtrates are evaporated to dryness under reduced pressure
  8. dissolutionThe residue is dissolved
  9. concentrationthe solution is concentrated to 125 ml
  10. temperatureto cool
  11. filtrationThe mixture is filtered

Sources & evidence

ORD record
ord-786d3e6651cc4dcfb2cf1ec40601eb86
Source dataset
uspto-grants-1977_09
Patent number
US04046898

Reaction notes

Loading…