Nitric Acid → HCID 22419890, compound

HRID 1720033Notes

Reaction equation

HRID 1720033 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH2:5]([O:7][C:8]([N:10]1[C:14]2[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=2[CH2:12][S:11]1(=[O:21])=[O:20])=[O:9])[CH3:6]>>[N+:1]([C:17]1[C:16]([F:19])=[CH:15][C:14]2[N:10]([C:8]([O:7][CH2:5][CH3:6])=[O:9])[S:11](=[O:21])(=[O:20])[CH2:12][C:13]=2[CH:18]=1)([O-:4])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 22419897HCID 22419897, compound

Product 1

HCID 22419890HCID 22419890, compound

Conditions

Temperature
10 °C

Procedure

To stirred nitric acid (99%; 25 ml) was added 1-ethoxycarbonyl-1,3-dihydro-6-fluoro-2,1-benzisothiazole 2,2-dioxide (2.78 g) in portions at 0° C. The mixture was stirred for 2 hours while allowing it to warm to 10° C. The reaction mixture was poured into ice-water mixture then, the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate solution. The extract was dried over magnesium sulfate and concentrated in vacuo. The resulting crude product was washed with methanol, to give 5-nitro-l-ethoxycarbonyl-1,3-dihydro-6-fluoro-2,1-benzisothiazole 2,2-dioxide (3.11 g).

Workup

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium bicarbonate solution
  3. dry with materialThe extract was dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. washThe resulting crude product was washed with methanol

Sources & evidence

ORD record
ord-9b0afcc703854f248b0516dd2f715409
Source dataset
uspto-grants-1996_04
Patent number
US05504095

Reaction notes

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