Sodium Hydroxide → 2-Oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-7-carboxylic acid

HRID 456605Notes

Reaction equation

HRID 456605 reaction equation
C[O:2][C:3]([C:5]1[CH:15]=[N:14][C:8]2[S:9][CH2:10][C:11](=[O:13])[NH:12][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>O1CCCC1>[O:13]=[C:11]1[CH2:10][S:9][C:8]2[N:14]=[CH:15][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[NH:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 17981264Methyl 2-oxo-2,3-dihydro-1h-pyrido[2,3-b][1,4]thiazine-7-carboxylate

Product 1

HCID 218736922-Oxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-7-carboxylic acidYield 95.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the ester (b) (2.8 g) in tetrahydrofuran (50 ml) was treated with 1M sodium hydroxide (30 ml). After 2 hours the mixture was concentrated to near dryness and acidified with 2M hydrochloric acid. Filtration and washing with water afforded a solid (2.5 g).

Workup

  1. concentrationAfter 2 hours the mixture was concentrated
  2. filtrationFiltration
  3. washwashing with water

Sources & evidence

ORD record
ord-68acaac0b0434d49a8eb76b7ef41f9a3
Source dataset
uspto-grants-2007_03
Patent number
US07186730B2

Reaction notes

Loading…