(3,4-Dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methanol → 3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehyde

HRID 1437329Notes

Reaction equation

HRID 1437329 reaction equation
[S:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[C:8]([CH2:11][OH:12])[CH:9]=[CH:10][C:2]1=2>ClCCl.[O-2].[O-2].[Mn+4]>[S:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[C:8]([CH:11]=[O:12])[CH:9]=[CH:10][C:2]1=2

Participants

4

Reactant 1

HCID 18454501(3,4-Dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)methanol

Product 1

HCID 184545003,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehydeYield 50.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

The alcohol (a) (0.482 g) in dry dichloromethane (50 ml) was stirred with manganese dioxide (1.2 g) for 18 hours and the mixture was filtered. The filtrate was evaporated and chomatographed on silica gel, eluting with methanol-dichloromethane (1:50) to afford a yellow solid (0.24 g).

Workup

  1. filtrationthe mixture was filtered
  2. customThe filtrate was evaporated
  3. washeluting with methanol-dichloromethane (1:50)

Sources & evidence

ORD record
ord-e0ff8619783e438fb1a37a91f64277fb
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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