Hydrogen chloride-ethyl acetate → 5-[3-(2-Methoxyphenyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione hydrochloride

HRID 357206Notes

Reaction equation

HRID 357206 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH:11]=[C:12]1[S:16][C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][S:22][C:23]2[N:28]3[CH:29]=[CH:30][N:31]=[C:27]3[CH:26]=[CH:25][CH:24]=2)[C:13]1=[O:32].[ClH:33].C(OCC)(=O)C>CO>[ClH:33].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][CH:11]=[C:12]1[S:16][C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][S:22][C:23]2[N:28]3[CH:29]=[CH:30][N:31]=[C:27]3[CH:26]=[CH:25][CH:24]=2)[C:13]1=[O:32]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 569830965-[3-(2-Methoxyphenyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

Product 1

HCID 734729735-[3-(2-Methoxyphenyl)propylidene]-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol solution of 1.40 g (3.0 mmol) of 5-[3-(2-methoxyphenyl)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 which the solvent was distilled off, to yield 1.22 g (80.4%, white oily substance) of the desired product.

Workup

  1. distillationafter which the solvent was distilled off

Sources & evidence

ORD record
ord-8f609a5d17964fc9810ed7bb72540c23
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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