Acetone → HCID 60142012, compound

HRID 2353406Notes

Reaction equation

HRID 2353406 reaction equation
CC(C)=O.[CH3:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([OH:34])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[NH:33][C:32]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:26]=12.[S:35](=[O:39])(=[O:38])([OH:37])[OH:36]>O>[CH3:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([OH:34])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[NH:33][C:32]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:26]=12.[S:35]([O-:39])([O-:38])(=[O:37])=[O:36]

Participants

5

Reactant 3

HCID 180Acetone2×HCID 1118Sulfuric AcidHCID 2585Carvedilol

Product 1

HCID 60142012HCID 60142012, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A suitable reactor is charged with acetone (38 mL). The acetone solution is sequentially charged with carvedilol (10.25 grams) and water (6 mL). Upon addition of the water, the slurry dissolves completely with heating. To the solution, 1N aqueous sulfuric acid (1 equiv., 25.2 mL) is added. The reaction mixture is stirred at between 17° C. and 35° C. and the solid precipitate is formed over 10 hours to 24 hours. Later, the mixture is filtered and the cake is washed with a mixture of acetone and water at 2 volumes or 20.5 mL. The cake is then added a mixture of acetone and water (10 to 1) for ripening between 20° C.-35° C. over 24 hours to 48 hours. The slurry is filtered and the cake is dried under vacuum to a constant weight. The final weight is 5.48 grams.

Workup

  1. dissolutionthe slurry dissolves completely
  2. temperaturewith heating
  3. customthe solid precipitate is formed over 10 hours to 24 hours
  4. filtrationLater, the mixture is filtered
  5. washthe cake is washed with a mixture of acetone and water at 2 volumes or 20.5 mL
  6. additionThe cake is then added
  7. additiona mixture of acetone and water (10 to 1)
  8. waitfor ripening between 20° C.-35° C. over 24 hours to 48 hours
  9. filtrationThe slurry is filtered
  10. customthe cake is dried under vacuum to a constant weight

Sources & evidence

ORD record
ord-bb331246842d4c88a13f0778168c4d17
Source dataset
uspto-grants-2010_07
Patent number
US07750036B2

Reaction notes

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