Sodium ethoxide → HCID 19810624, compound

HRID 373537Notes

Reaction equation

HRID 373537 reaction equation
[CH3:1][CH2:2][O-:3].[Na+].Cl[C:6]1[CH:11]=[C:10]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[N:9]=[C:8]([C:21]2[CH:30]=[CH:29][C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[N:22]=2)[N:7]=1>C(O)C>[Cl:20][C:14]1[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=1[CH2:12][C:10]1[N:9]=[C:8]([C:21]2[CH:30]=[CH:29][C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[N:22]=2)[N:7]=[C:6]([O:3][CH2:2][CH3:1])[CH:11]=1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 19810628HCID 19810628, compound

Product 1

HCID 19810624HCID 19810624, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
25 °C

Procedure

1.95 g (0.006 mol) of a 21% strength solution of sodium ethylate in ethanol were added dropwise to the solution of 2.0 g (0.005 mol) of 4-chloro-6-(2,4-dichlorobenzyl)-2-(5,6,7,8-tetrahydroquinolin-2-yl)-pyrimidine in 50 ml of absolute ethanol. The mixture was stirred for 16 hours at 25° C., and the solvent was distilled off in vacuo. The residue was dissolved in water, the solution was extracted three times using dichloromethane, and the organic phase was dried (MgSO4) and concentrated. Drying in vacuo gave 1.7 g (85%) of a white solid of melting point 98° C. to 100° C.

Workup

  1. distillationthe solvent was distilled off in vacuo
  2. dissolutionThe residue was dissolved in water
  3. extractionthe solution was extracted three times
  4. dry with materialthe organic phase was dried (MgSO4)
  5. concentrationconcentrated
  6. customDrying in vacuo

Sources & evidence

ORD record
ord-b2e024ec59734f7ea61e57db3d4a5ff3
Source dataset
uspto-grants-1992_11
Patent number
US05164393

Reaction notes

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