Chlorosuccinimide → 3-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride

HRID 83201

反応式

HRID 83201 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)/[CH:5]=[N:6]\[OH:7].[Cl:11]N1C(=O)CCC1=O>CN(C=O)C>[OH:7]/[N:6]=[C:5](\[Cl:11])/[C:4]1[CH:8]=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=1

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 5582750(E)-N-[(3-Fluorophenyl)methylidene]hydroxylamine

生成物 1

HCID 142213383-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride収率 73%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (E)- and/or (Z)-3-fluoro-benzaldehyde oxime (6.9 g, 50 mmol) in DMF (50 mL) was added N-chlorosuccinimide (6.6 g, 50 mmol) portionwise over 1 h, keeping the temperature below 35° C. The reaction mixture was stirred at room temperature for 1 h. The mixture was then poured onto ice-water, and extracted with ethyl acetate. The combined organic layers were then washed with water and brine, dried over sodium sulfate and evaporated to afford the title compound (6.3 g, 73%) which was obtained as an off white solid. MS m/e (EI): 173.1 [M].

後処理

  1. customthe temperature below 35° C
  2. additionThe mixture was then poured onto ice-water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were then washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-91e8c48a772f4e2392986e130f39e660
出典データセット
uspto-grants-2014_09
特許番号
US08846719B2

関連ノート

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