Pyridine → HCID 178465695, compound

HRID 1741328Notes

Reaction equation

HRID 1741328 reaction equation
N1C=CC=CC=1.[C:7]([C:10]1[CH:11]=[N:12][C:13]([OH:16])=[CH:14][CH:15]=1)(=O)[CH3:8].Cl.[NH2:18][O:19][CH2:20][CH2:21][O:22][C:23]1[CH:36]=[CH:35][C:26]([CH2:27][CH:28]2[S:32][C:31](=[O:33])[NH:30][C:29]2=[O:34])=[CH:25][CH:24]=1>C(O)C>[OH:16][C:13]1[CH:14]=[CH:15][C:10]([C:7](=[N:18][O:19][CH2:20][CH2:21][O:22][C:23]2[CH:24]=[CH:25][C:26]([CH2:27][CH:28]3[S:32][C:31](=[O:33])[NH:30][C:29]3=[O:34])=[CH:35][CH:36]=2)[CH3:8])=[CH:11][N:12]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 218339655-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochlorideHCID 178466812HCID 178466812, compound

Product 1

HCID 178465695HCID 178465695, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

124 μl of pyridine were added at room temperature to a suspension of 100 mg of 3-acetyl-6-hydroxypyridine and 232 mg of 5-[4-(2-aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochloride [prepared as described in step (e) above] in 10 ml of ethanol, and the resulting mixture was stirred and heated under reflux for 1 hour. At the end of this time, the reaction mixture was cooled to room temperature and the precipitate was collected by filtration to give 183 mg of the title compound as a crystalline powder, melting at 240-242° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-f36c451dc0aa410b94ca7954bf573de3
Source dataset
uspto-grants-1999_10
Patent number
US05972959

Reaction notes

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