Hydrochloric Acid → HCID 178418513, compound

HRID 4349

Reaction equation

HRID 4349 reaction equation
Br.Br[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)=O.[S-:12][C:13]#[N:14].[K+].Cl.[OH2:17]>C(O)C>[OH:17][C:13]1[S:12][CH:3]=[C:4]([C:6]2[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=2)[N:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516872Potassium thiocyanateHCID 27762394-(Bromoacetyl)pyridine hydrobromide

Product 1

HCID 178418513HCID 178418513, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of α-bromo-4-acetylpyridine hydrobromide (140.0 g, 0.50 mol) and potassium thiocyanate (53.4 g, 0.55 mol) in absolute ethanol (1500 mL) was heated to reflux for two hours. To the resulting mixture was added concentrated hydrochloric acid (250 mL) and water (500 mL) and reflux continued for five hours. After cooling, the crystallized solid was collected by filtration and washed with ethanol. The resulting material was suspended in water and neutralized with aqueous sodium bicarbonate to obtain, after filtration and drying, 2-hydroxy-4-(4-pyridyl)thiazole 39.0 g, 44%). mp. 250° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for two hours
  3. temperaturereflux
  4. temperatureAfter cooling
  5. filtrationthe crystallized solid was collected by filtration
  6. washwashed with ethanol
  7. customto obtain
  8. filtrationafter filtration
  9. customdrying

Sources & evidence

ORD record
ord-765591272e9a4caba598731704b65f44
Source dataset
uspto-grants-1988_02
Patent number
US04725606

Linked notes

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