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

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

Reactant 2

HCID 679Dimethyl Sulfoxide

HCID 10978660HCID 10978660, compound

Product 1

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

Procedure

3 g (0.011 mol) of 2-Trifluoromethyl-4-bromoacetyl-thiazole 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

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

Sources & evidence

ORD record: ord-467ad6977e9d496daf962429dcd7adf6
Source dataset: uspto-grants-1993_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05219852

Reaction notes

Loading…