Hydrochloric Acid → HCID 19902357、化合物

HRID 2372814ノート

反応式

HRID 2372814 の反応式
N([O-])=O.[Na+].[F:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2[CH:20]=[CH:19][C:18](N)=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[CH:8][CH:7]=1.Cl.C(OC([S-])=[S:27])C.[K+]>O.C(OCC)(=O)C>[F:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([SH:27])=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[CH:8][CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 5728144-((4-Fluorophenyl)sulfonyl)anilineHCID 2735045Potassium ethylxanthateHCID 23668193Sodium Nitrite

生成物 1

HCID 19902357HCID 19902357、化合物収率 60%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
45 °C

実験手順

A solution of sodium nitrite (302 mg in 1 ml of water) is added to a suspension of 1 g (0.00398 mol) of 4-[(4-fluorophenyl)sulfonyl]benzeneamine in a solution of hydrochloric acid (1.68 ml of concentrated hydrochloric acid in 5 ml of water) at 5° C. After stirring for 5 minutes, this solution is added dropwise to a solution of 2.47 g of potassium ethylxanthate in 5 ml of water at 70° C. The reaction mixture is diluted with ethyl acetate. The organic phase is washed with a 1 N solution of sodium hydroxide and a saturated solution of sodium chloride and then dried over magnesium sulfate. After evaporation of the solvents, the residue is taken up in 15 ml of ethanol. 1.47 g of potassium hydroxide are added and the reaction mixture is heated at 45° C. for 10 minutes. It is then poured into iced water and partially purified by extraction with ethyl acetate. The aqueous phase, cooled with ice, is rendered acidic by the addition of concentrated hydrochloric acid and is then extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and the solvents are evaporated off to dryness. 640 mg (yield: 60%) of the expected product are thus obtained.

後処理

  1. washThe organic phase is washed with a 1 N solution of sodium hydroxide
  2. dry with materiala saturated solution of sodium chloride and then dried over magnesium sulfate
  3. customAfter evaporation of the solvents
  4. addition1.47 g of potassium hydroxide are added
  5. additionIt is then poured into iced water
  6. custompartially purified by extraction with ethyl acetate
  7. temperatureThe aqueous phase, cooled with ice
  8. additionis rendered acidic by the addition of concentrated hydrochloric acid
  9. extractionis then extracted with ethyl acetate
  10. dry with materialThe organic phase is dried over magnesium sulfate
  11. customthe solvents are evaporated off to dryness

出典と根拠

ORDレコード
ord-46424a7583a54310847618405366f62b
出典データセット
uspto-grants-1992_03
特許番号
US05100913

反応ノート

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