Acetic Acid → HCID 74068224, compound

HRID 890964Notes

Reaction equation

HRID 890964 reaction equation
[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][N:15]=1)[CH2:3][CH2:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=O)=[CH:8][CH:7]=1.C1(C)C=CC=CC=1.[S:27]1[CH2:31][C:30](=[O:32])[NH:29][C:28]1=[O:33].N1CCCCC1.C(O)(=O)C>>[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][N:15]=1)[CH2:3][CH2:4][O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[C:31]2[S:27][C:28](=[O:33])[NH:29][C:30]2=[O:32])=[CH:8][CH:7]=1

Participants

6

Reactant 5

HCID 176Acetic AcidHCID 1140TolueneHCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 23598949HCID 23598949, compound

Product 1

HCID 74068224HCID 74068224, compound

Procedure

To 2.3 g (8 mmol) 4-[2-(methylpyrimidin-4-yl-amino)-ethoxy]-benzaldehyde in 40 ml toluene 1.06 g (8.9 mmol) of 90% 2,4-thiazolidinedione is added. Then, 0.06 ml (0.78 mmol) piperidine and 0.044 ml (0.78 mmol) acetic acid are further added thereto. The mixture is heated to reflux for 5 h while separating the water that is formed with a Dean-Stark apparatus.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 5 h
  3. customwhile separating the water that
  4. customis formed with a Dean-Stark apparatus

Sources & evidence

ORD record
ord-8de3687e8de44a1da94c65d15f1297db
Source dataset
uspto-grants-2006_02
Patent number
US07001910B1

Reaction notes

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