HCID 13106143, compound → 2-Phenoxythiazole-4-carbaldehyde

HRID 615924Notes

Reaction equation

HRID 615924 reaction equation
[O:1]([C:8]1[S:9][CH:10]=[C:11]([CH2:13][OH:14])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[O:1]([C:8]1[S:9][CH:10]=[C:11]([CH:13]=[O:14])[N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 13106143HCID 13106143, compound

Product 1

HCID 131026422-Phenoxythiazole-4-carbaldehydeYield 57.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 241BenzeneSolvent

Conditions

Temperature
60 °C

Procedure

19.1 g of manganese dioxide were added to a solution of 4.6 g of (2-phenoxy-4-thiazolyl)-methanol in 100 ml of benzene and the mixture was stirred at 60° C. for 3 hours and was filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was chromatographed over silica gel. Elution with an 8-2 methylene chloride-ethyl acetate mixture yielded 2.6 g of (2-phenoxy-4-thiazolyl)-methanal melting at 63° C.

Workup

  1. filtrationwas filtered
  2. customThe filtrate was evaporated to dryness under reduced pressure
  3. customthe residue was chromatographed over silica gel
  4. washElution with an 8-2 methylene chloride-ethyl acetate mixture

Sources & evidence

ORD record
ord-b556f6a83ccc4c45bcf7f3b861731ad0
Source dataset
uspto-grants-1985_02
Patent number
US04501894

Reaction notes

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