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

HRID 1435847Notes

Reaction equation

HRID 1435847 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 6-hydroxymethyl-4H-benzo[1,4]thiazin-3-one (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-7dedef2d37544c4c85ef2cbb46b6c020
Source dataset
uspto-grants-2009_11
Patent number
US07618959B2

Reaction notes

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