Sulfuric Acid → HCID 22007848, compound

HRID 253069Notes

Reaction equation

HRID 253069 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 180AcetoneSolvent

Conditions

Temperature
27.5 °C

Procedure

To 1.98 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 50-52° C. and within one lot 0.7 g of concentrated H2SO4 (95%) was added with constant stirring and the reaction mixture was suddenly cooled to 0° C. to −5° C. for 10 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 (1.6 g, 62%) was dried in a vacuum oven.

Workup

  1. additionwas added
  2. stirringwith constant stirring
  3. temperaturethe reaction mixture was suddenly cooled to 0° C. to −5° C. for 10 min
  4. stirringLater the reaction mixture was stirred at 25-30° C. for 12 hrs
  5. customthe thick precipitate obtained
  6. filtrationwas filtered
  7. washwashed with 5 mL of acetone
  8. dry with materialthe residue (1.6 g, 62%) was dried in a vacuum oven

Sources & evidence

ORD record
ord-b27169390bb1493ebbcd740e06ebb04c
Source dataset
uspto-grants-2011_01
Patent number
US07872019B2

Reaction notes

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