(Imidazo[2,1-b][1,3]benzothiazol-2-yl)methanol → Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde

HRID 1744918Notes

Reaction equation

HRID 1744918 reaction equation
[N:1]1[C:2]([CH2:13][OH:14])=[CH:3][N:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[S:6][C:5]=12>C(Cl)Cl.O=[Mn]=O>[CH:13]([C:2]1[N:1]=[C:5]2[N:4]([CH:3]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[S:6]2)=[O:14]

Participants

4

Reactant 1

HCID 2736621(Imidazo[2,1-b][1,3]benzothiazol-2-yl)methanol

Product 1

HCID 4361913Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of imidazo[2,1-b]-benzthiazole-2-methanol (2.04 g, 10 mmol) in methylene chloride (200 ml), activated MnO2 (15 g, excess) was added. The reaction mixture was stirred at room temperature for 24 h and filtered through a pad of celite. The reaction mixture was concentrated and the product was purified by silica gel column chromatography by eluting it with 75% ethyl acetate; hexane. Brown solid; Yield: 800 mg, 40%; M+H 203.

Workup

  1. filtrationfiltered through a pad of celite
  2. concentrationThe reaction mixture was concentrated
  3. customthe product was purified by silica gel column chromatography
  4. washby eluting it with 75% ethyl acetate

Sources & evidence

ORD record
ord-2fec42f2d3d54ad5b7b3069a4bf167fb
Source dataset
uspto-grants-2006_03
Patent number
US07018997B2

Reaction notes

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