Water → 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

HRID 1271679Notes

Reaction equation

HRID 1271679 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[S:13][CH2:12][C:11](=[O:14])[NH:10][C:9]=2[CH:15]=1)=[O:4].[OH-].[Na+].O>O1CCCC1>[O:14]=[C:11]1[NH:10][C:9]2[CH:15]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[CH:7][C:8]=2[S:13][CH2:12]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 699501Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

Product 1

HCID 7609933-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acidYield 98.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid methyl ester (6.74 g) was suspended in tetrahydrofuran (100 ml) and 2M sodium hydroxide (30 ml) was added followed by water (20 ml). The solution was stirred for 2.5 hours, evaporated to half volume and acidified with 2M hydrochloric acid. The product was collected, washed with water and dried in vacuo, to give a white solid (6.2 g).

Workup

  1. customevaporated to half volume
  2. customThe product was collected
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-9f8b27facb4142cc860fa518be502c34
Source dataset
uspto-grants-2007_04
Patent number
US07205408B2

Reaction notes

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