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

HRID 594212Notes

Reaction equation

HRID 594212 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>ClCCCl.O=[Mn]=O>[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-carbaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

A solution of (2-phenoxythiazol-4-yl)methanol (251 mg; 1.21 mmol) in anh. DCE (12 ml) was treated with MnO2 (843 mg; 9.69 mmol), and the resulting mixture was stirred at reflux, under nitrogen, for 1 h. After cooling to rt, the mixture was filtered over a pad of celite, and the separated solids were washed with DCM. The filtrate was then concentrated to dryness under reduced pressure affording 2-phenoxythiazole-4-carbaldehyde as a pale yellow oil. LC-MS (conditions A): tR=0.65 min.; [M+H]+: 206.04 g/mol.

Workup

  1. temperatureat reflux, under nitrogen, for 1 h
  2. filtrationthe mixture was filtered over a pad of celite
  3. washthe separated solids were washed with DCM
  4. concentrationThe filtrate was then concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c60ea672fb81455492d4d2b0a0a88ed2
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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