Hydrochloric Acid → 5-(5-Phenylpentylidene)-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione hydrochloride

HRID 357182Notes

Reaction equation

HRID 357182 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[C:12]2[S:16][C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][S:22][C:23]3[N:28]4[CH:29]=[CH:30][N:31]=[C:27]4[CH:26]=[CH:25][CH:24]=3)[C:13]2=[O:32])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:33]>CO>[ClH:33].[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[C:12]2[S:16][C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][S:22][C:23]3[N:28]4[CH:29]=[CH:30][N:31]=[C:27]4[CH:26]=[CH:25][CH:24]=3)[C:13]2=[O:32])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 571514755-(5-Phenylpentylidene)-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

Product 1

HCID 734728955-(5-Phenylpentylidene)-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2.627 g (5.6 mmol) of 5-(5-phenylpentylidene)-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione in 50 ml of methanol, 0.5 ml of concentrated hydrochloric acid was added. After the solvent was distilled off, the residue was crystallized from dichloromethane-diethyl ether to yield 2.37 g (84.3%, white crystal) of the desired product.

Workup

  1. distillationAfter the solvent was distilled off
  2. customthe residue was crystallized from dichloromethane-diethyl ether

Sources & evidence

ORD record
ord-84fbfc91c41b4d50b0fe8326dcae8b78
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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