4-Fluorobenzamide → HCID 14087130、化合物

HRID 2274855ノート

反応式

HRID 2274855 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][CH:3]=1.Cl[C:12]([S:14]Cl)=[O:13]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[O:7][C:12](=[O:13])[S:14][N:8]=2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 715724-FluorobenzamideHCID 75990(Chlorothio)formyl chloride

生成物 1

HCID 14087130HCID 14087130、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

To a stirred suspension of 4-fluorobenzamide (70.00 g, 503.1 mmol) in toluene (900 mL) was added chlorocarbonyl sulfenyl chloride (83.0 mL, 1.00 mol). The mixture was heated overnight at 60° C. and concentrated. The resulting tan solid was triturated with methylene chloride (200 mL), collected by suction filtration and rinsed with additional methylene chloride (4×70 mL). The crude product was impregnated onto silica (100 g) and chromatographed in a large filter funnel dry loaded with silica using a hexane/ethyl acetate gradient. The product 5(4-fluorophenyl)-1,3,4-oxathiazol-2-one was afforded as an off-white solid (55.98 g, 56%).

後処理

  1. concentrationconcentrated
  2. customThe resulting tan solid was triturated with methylene chloride (200 mL)
  3. filtrationcollected by suction filtration
  4. washrinsed with additional methylene chloride (4×70 mL)
  5. customchromatographed in a large filter funnel
  6. customdry

出典と根拠

ORDレコード
ord-123915f3b0c948f79f91c0c4ff3cc45e
出典データセット
uspto-grants-2015_09
特許番号
US09126993B2

反応ノート

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