6-(Hydroxymethyl)-2H-benzo[b][1,4]thiazin-3(4H)-one → 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carbaldehyde

HRID 1437326Notes

Reaction equation

HRID 1437326 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[S:11][CH2:10][C:9](=[O:12])[NH:8][C:7]=2[CH:13]=1>C(Cl)(Cl)Cl.O1CCCC1.[O-2].[O-2].[Mn+4]>[O:12]=[C:9]1[NH:8][C:7]2[CH:13]=[C:3]([CH:2]=[O:1])[CH:4]=[CH:5][C:6]=2[S:11][CH2:10]1

Participants

5

Reactant 1

HCID 218737006-(Hydroxymethyl)-2H-benzo[b][1,4]thiazin-3(4H)-one

Product 1

HCID 109433483-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carbaldehydeYield 72.2%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of the alcohol (b) (3.5 g) in chloroform (150 ml) and tetrahydrofuran (300 ml) was treated with manganese dioxide (7.8 g) for 18 hours and was filtered and evaporated to give a white solid (2.5 g).

Workup

  1. filtrationwas filtered
  2. customevaporated

Sources & evidence

ORD record
ord-2aaf477b8352419d9d7dc710e955a5bb
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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