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

HRID 1729353Notes

Reaction equation

HRID 1729353 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-bromothiazol-2-ylthio]acetophenone ethylene acetal (1.1 g, 90%), m.p. 71° C.

Sources & evidence

ORD record
ord-6beb0fa61dc146658ee0e5251f863f73
Source dataset
uspto-grants-1994_07
Patent number
US05332757

Reaction notes

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