2,2-Dioxo-6-(1,1-dimethylethyl)-8-chloro-1,2,3-benzoxathiazine → HCID 23342885, compound

HRID 261607Notes

Reaction equation

HRID 261607 reaction equation
[O:1]=[S:2]1(=[O:17])[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:10]=[C:11]([Cl:12])[C:4]=2[O:3]1>C(O)(=O)C.[Pt](=O)=O>[O:17]=[S:2]1(=[O:1])[NH:7][CH2:6][C:5]2[CH:8]=[C:9]([C:13]([CH3:15])([CH3:14])[CH3:16])[CH:10]=[C:11]([Cl:12])[C:4]=2[O:3]1

Participants

4

Reactant 1

HCID 233428892,2-Dioxo-6-(1,1-dimethylethyl)-8-chloro-1,2,3-benzoxathiazine

Product 1

HCID 23342885HCID 23342885, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2,2-dioxo-6-(1,1-dimethylethyl)-8-chloro-1,2,3-benzoxathiazine (2.5 g., 9.2 millimole) in acetic acid (200 ml.) contained in a Parr apparatus is hydrogenated in the presence of platinum (IV) oxide at 20° C. and a pressure (initial) of 50 p.s.i. for five minutes. The catalyst is removed by filtration and the filtrate is evaporated in vocuo to provide the title compound as a residual solid (2.35 g., 93%), m.p. 158°-160° C. Crystallization from 50% ethanol gives analytically pure 2,2-dioxo-3,4-dihydro-6-(1,1-dimethylethyl)-8-chloro-1,2,3-benzoxathiazine as colorless crystals, m.p. 162°-163° C.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe filtrate is evaporated in vocuo

Sources & evidence

ORD record
ord-1cae3cc411f34bd28626a327194fd315
Source dataset
uspto-grants-1979_08
Patent number
US04166177

Reaction notes

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