Hydrochloric Acid → HCID 14234716, compound

HRID 622368Notes

Reaction equation

HRID 622368 reaction equation
[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([O:14]C)=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[S:5]1)([CH3:3])[CH3:2].Cl>[OH-].[Na+].O>[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([OH:14])=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[S:5]1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 14234715HCID 14234715, compound

Product 1

HCID 14234716HCID 14234716, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzothiazine-4-acetate (20.65 g) was dissolved in methanol-dioxane (1:2, v/v, 210 ml), to which 2N-NaOH (70 ml) was added dropwise with stirring. The mixture was stirred at room temperature for further 2 hours, diluted with water and acidified with hydrochloric acid. The crystalline precipitate was collected by filtration and recrystallized from 2-propanol-water to give 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzothiazine-4-acetic acid as yellow prism. Yield was 18.0 g (91.5%). mp 175°-176° C.

Workup

  1. additionwas added dropwise
  2. stirringThe mixture was stirred at room temperature for further 2 hours
  3. filtrationThe crystalline precipitate was collected by filtration
  4. customrecrystallized from 2-propanol-water

Sources & evidence

ORD record
ord-388e1e7934464027812964b1059c67d9
Source dataset
uspto-grants-1988_09
Patent number
US04771050

Reaction notes

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