Sulfuric Acid → HCID 22007848, compound

HRID 253068Notes

Reaction equation

HRID 253068 reaction equation
[CH3:1][C:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])([N:6]1[CH2:11][CH2:10][C:9]2[S:12][CH:13]=[CH:14][C:8]=2[CH2:7]1)[C:3]([O-:5])=[O:4].[OH:22][S:23]([OH:26])(=[O:25])=[O:24]>CC(C)=O>[S:23](=[O:24])(=[O:22])([OH:26])[OH:25].[CH3:1][C:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])([N:6]1[CH2:11][CH2:10][C:9]2[S:12][CH:13]=[CH:14][C:8]=2[CH2:7]1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 17769726HCID 17769726, compound

Product 1

HCID 22007848HCID 22007848, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
27.5 °C

Procedure

To 2 g (+)-Methyl(2-chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyrid-5-yl)acetate was added 5 mL of acetone and stirred at 25-30° C. The temperature of the reaction mixture was raised from 25 to 65° C. and then kept at 65° C. for 5 min. At temperature 50-52° C. 0.676 g of concentrated H2SO4 was added. The reaction mixture was cooled from 52° C. to 5° C., and additional acetone was added and stirred for 5 min. Later the reaction mixture was stirred at 25-30° C. for 12 hrs, the thick precipitate obtained was filtered, washed with 5 mL of acetone and the residue was dried in a vacuum oven. The yield of titled product obtained was 1.27 g (47%).

Workup

  1. temperatureThe temperature of the reaction mixture was raised from 25 to 65° C.
  2. customAt temperature 50-52° C
  3. temperatureThe reaction mixture was cooled from 52° C. to 5° C.
  4. stirringstirred for 5 min
  5. stirringLater the reaction mixture was stirred at 25-30° C. for 12 hrs
  6. customthe thick precipitate obtained
  7. filtrationwas filtered
  8. washwashed with 5 mL of acetone
  9. customthe residue was dried in a vacuum oven

Sources & evidence

ORD record
ord-db92134ed29347b597a4a6b14e21f07d
Source dataset
uspto-grants-2011_01
Patent number
US07872019B2

Reaction notes

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