Ammonium Hydroxide → HCID 66856732, compound

HRID 252266Notes

Reaction equation

HRID 252266 reaction equation
[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([S:13](Cl)(=[O:15])=[O:14])=[CH:10][C:9]=2[CH3:17])=[CH:4][CH:3]=1.[OH-].[NH4+:19]>O1CCOCC1>[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([S:13]([NH2:19])(=[O:15])=[O:14])=[CH:10][C:9]=2[CH3:17])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 86616723HCID 86616723, compound

Product 1

HCID 66856732HCID 66856732, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-(6-Fluoro-pyridin-3-yl)-4-methyl-thiophene-2-sulfonyl chloride (310 mg, 1.06 mmol) was dissolved in dioxane and cooled with an ice-bath. Under stirring was added dropwise an excess of ammonium hydroxide solution 25%. After two hours at room temp the reaction was neutralized and the dioxane was evaporated. The reaction mixture was extracted with ethyl acetate, the combined organic extracts were washed with brine, dried over magnesiumsulfat-dihydrate, filtered and evaporated. The crude product was purified on silica-gel with eluent ethyl acetate/n-heptane to give 218 mg of the title compound as a white solid. MS (ES): m/e 271.2 (M−H)

Workup

  1. temperaturecooled with an ice-bath
  2. customthe dioxane was evaporated
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried over magnesiumsulfat-dihydrate
  6. filtrationfiltered
  7. customevaporated
  8. customThe crude product was purified on silica-gel with eluent ethyl acetate/n-heptane

Sources & evidence

ORD record
ord-43e321f111f1482f8800d8beb3715e84
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Reaction notes

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