Thionyl Chloride → HCID 18925372, compound

HRID 1289054Notes

Reaction equation

HRID 1289054 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(O)[CH3:8].S(Cl)(Cl)=O>C(Cl)(Cl)Cl>[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[CH2:8]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18925374HCID 18925374, compound

Product 1

HCID 18925372HCID 18925372, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1-(4-Methyl-5-thiazolyl)-1-phenylethanol (2.5g) in chloroform (25ml) was treated with thionyl chloride (4.5ml). The mixture was heated under reflux overnight and then evaporated to dryness. Aqueous sodium hydrogen carbonate was added and the mixture was extracted with dichloromethane. The material thus obtained was purified by flash chromatography to give the title compound as an oil. Treatment with anhydrous hydrogen chloride in diethylether gave 1-(4-methyl-5-thiazolyl) -1-phenylethene hydrochloride, m.p. 131-133.5° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. customevaporated to dryness
  4. additionAqueous sodium hydrogen carbonate was added
  5. extractionthe mixture was extracted with dichloromethane
  6. customThe material thus obtained
  7. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-1c154fd85a5f44a89c44d6b3d4b4fb93
Source dataset
uspto-grants-1998_05
Patent number
US05747515

Reaction notes

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