HCID 18996070, compound → 1-(4-Sulfanylphenyl)ethan-1-one

HRID 374905Notes

Reaction equation

HRID 374905 reaction equation
C1O[C:4]([C:6]2[CH:11]=[CH:10][C:9]([SH:12])=[CH:8][CH:7]=2)([CH3:5])[O:3]C1>C(O)CO>[SH:12][C:9]1[CH:10]=[CH:11][C:6]([C:4](=[O:3])[CH3:5])=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 18996070HCID 18996070, compound

Product 1

HCID 47131801-(4-Sulfanylphenyl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

4'-Mercaptoacetophenone ethylene acetal (0.656 g; obtained by the reaction of 4'-mercaptoacetophenone and ethylene glycol using an analogous procedure to that described in the third paragraph of the portion of Example 7 which is concerned with the preparation of starting materials) was added to a mixture of 2,4-dibromothiazole (0.82 g), potassium carbonate (0.468 g) and NMP (4 ml). The mixture was stirred and heated to 90° C. for 2.5 hours. The mixture was cooled to ambient temperature and partitioned between diethyl ether and brine. The organic phase was dried (MgSO4) and evaporated. The mixture was purified by column chromatography using a 3:1 mixture of ethyl acetate and petroleum ether as eluent. There was thus obtained 4'-[4-bromothiazole-2-ylthio]acetophenone ethylene acetal (1.1 g, 90%), m.p. 71° C.

Sources & evidence

ORD record
ord-79501c0340004e5d8425edb6d47887ec
Source dataset
uspto-grants-1996_01
Patent number
US05482966

Reaction notes

Loading…