Hydrogen chloride-ethyl acetate → HCID 73472894, compound

HRID 357210Notes

Reaction equation

HRID 357210 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH:10]=[C:11]1[S:15][C:14](=[O:16])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][S:21][C:22]2[N:27]3[CH:28]=[CH:29][N:30]=[C:26]3[CH:25]=[CH:24][CH:23]=2)[C:12]1=[O:31].[ClH:32].C(OCC)(=O)C>CO>[ClH:32].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH:10]=[C:11]1[S:15][C:14](=[O:16])[N:13]([CH2:17][CH2:18][CH2:19][CH2:20][S:21][C:22]2[N:27]3[CH:28]=[CH:29][N:30]=[C:26]3[CH:25]=[CH:24][CH:23]=2)[C:12]1=[O:31]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 57111483HCID 57111483, compound

Product 1

HCID 73472894HCID 73472894, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol solution of 1.11 g (2.5 mmol) of 5-(3-(2-fluorophenyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione, 1.0 ml of 4N hydrochloric acid-ethyl acetate was added, followed by stirring. After the solvent was distilled off, the residue was dissolved in methanol and recrystallized from ether to yield 0.94 g (76.8%, white crystal) of the desired product.

Workup

  1. distillationAfter the solvent was distilled off
  2. dissolutionthe residue was dissolved in methanol
  3. customrecrystallized from ether

Sources & evidence

ORD record
ord-58f6868554624ddcbb0c220796df903d
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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