Hydrochloric Acid → chloro-N-(4-fluoro-3-nitrophenyl)methanesulfonamide

HRID 1289358ノート

反応式

HRID 1289358 の反応式
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl:12][CH2:13][S:14](Cl)(=[O:16])=[O:15].Cl>N1C=CC=CC=1>[Cl:12][CH2:13][S:14]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([F:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1)(=[O:16])=[O:15]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 677684-Fluoro-3-nitroanilineHCID 77054(Chloromethyl)sulfonyl chloride

生成物 1

HCID 18760842chloro-N-(4-fluoro-3-nitrophenyl)methanesulfonamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 4-fluoro-3-nitroaniline (23.4 g, 0.15 mol) in anhydrous pyridine (120 mL) was added dropwise a solution of chloromethylsulfonyl chloride (22.35 g, 0.15 mol) at 0° C. under a nitrogen atmosphere. The mixture was then stirred at 0°-5° C. for 4 h and then the mixture was poured onto ice (1500 g) containing concentrated aqueous hydrochloric acid (300 mL). The mixture was filtered, and the residue was dissolved in methylene chloride (1200 mL). After drying (MgSO4) and concentration under reduced pressure, the crude product was dissolved in 1-chlorobutane:ether 9:1 v/v and passed through silica gel. The eluent was concentrated under reduced pressure to give the title compound of Step A.

後処理

  1. additionthe mixture was poured onto ice (1500 g)
  2. filtrationThe mixture was filtered
  3. dissolutionthe residue was dissolved in methylene chloride (1200 mL)
  4. customAfter drying
  5. concentration(MgSO4) and concentration under reduced pressure
  6. dissolutionthe crude product was dissolved in 1-chlorobutane:ether 9:1 v/v
  7. concentrationThe eluent was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-7051ce36ee3f4f6e984b6d82efdfc800
出典データセット
uspto-grants-1998_05
特許番号
US05750471

反応ノート

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