4-Chlorobenzaldehyde → HCID 22101856, compound

HRID 1458215Notes

Reaction equation

HRID 1458215 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[Si](C)(C)C.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1.[F-].[Cs+]>O1CCCC1>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]([C:6]2[S:5][CH:4]=[N:3][C:2]=2[CH3:1])[OH:17])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 25953Cesium fluorideHCID 22101821HCID 22101821, compound

Product 1

HCID 22101856HCID 22101856, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Methyl-5-trimethylsilylthiazole (3 g), 4-chloro-benzaldehyde (4.9 g) and caesium fluoride (2.7 g) in dry tetrahydrofuran (150 ml) were heated under reflux for 30 hours. The mixture was cooled, evaporated to dryness and the residue thus obtained was purified by flash chromatography to afford the title compound. M.p. 133.5°-134.5° C.

Workup

  1. temperatureunder reflux for 30 hours
  2. temperatureThe mixture was cooled
  3. customevaporated to dryness
  4. customthe residue thus obtained
  5. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-de5bb166e47b4917a46eb0e529d9719f
Source dataset
uspto-grants-1998_12
Patent number
US05849921

Reaction notes

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