3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehyde → 3-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylic acid

HRID 1992506Notes

Reaction equation

HRID 1992506 reaction equation
[O:1]=[C:2]1[CH2:7][S:6][C:5]2[CH:8]=[CH:9][C:10]([CH:12]=[O:13])=[N:11][C:4]=2[NH:3]1.[OH:14]OS([O-])=O.[K+]>CN(C=O)C>[O:1]=[C:2]1[CH2:7][S:6][C:5]2[CH:8]=[CH:9][C:10]([C:12]([OH:14])=[O:13])=[N:11][C:4]=2[NH:3]1

Participants

4

Reactant 2

HCID 115935913-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carbaldehydeHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 218737873-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylic acidYield 77.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This acid was prepared from 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxaldehyde (from Prep. 4 d) (890 mg) by oxidation with Oxone (potassium peroxymonosulphate) (3.1 g) in a DMF solution (50 mL). After 1.5 h at room temperature, dilution with water (50 mL), filtration and drying in vacuo afforded the acid as a white solid (750 mg, 77%).

Workup

  1. filtrationdilution with water (50 mL), filtration
  2. customdrying in vacuo

Sources & evidence

ORD record
ord-b2f31cfc65814e448bfbb229d7b23aed
Source dataset
uspto-grants-2010_01
Patent number
US07648984B2

Reaction notes

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