Dimethyl Sulfoxide → 2-(2-Trifluoromethyl-thiazol-4-yl)glyoxal

HRID 477078Notes

Reaction equation

HRID 477078 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([C:8](=[O:11])[CH2:9]Br)[N:7]=1.CS(C)=[O:16]>>[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([C:8](=[O:11])[CH:9]=[O:16])[N:7]=1

Participants

3

Reactant 2

HCID 679Dimethyl SulfoxideHCID 10978660HCID 10978660, compound

Product 1

HCID 199742732-(2-Trifluoromethyl-thiazol-4-yl)glyoxal

Procedure

3 g (0.011 mol) of 2-Trifluoromethyl-4-bromoacetylthiazole are dissolved in 30 ml of dimethyl sulphoxide and the solution is maintained at room temperature for 70 hours. It is then poured onto 100 g of ice, and the mixture is extracted several times with ether, the organic phase is dried over sodium sulphate and concentrated, and the residue is purified on a silica gel column using toluene/ethyl acetate=7/3 as eluant.

Workup

  1. extractionthe mixture is extracted several times with ether
  2. dry with materialthe organic phase is dried over sodium sulphate
  3. concentrationconcentrated
  4. customthe residue is purified on a silica gel column

Sources & evidence

ORD record
ord-e90b0b2258ad4da385d9d839cfe399f9
Source dataset
uspto-grants-1989_12
Patent number
US04886814

Reaction notes

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