Carbon Disulfide → 5-Fluorobenzoxazole-2-thiol

HRID 70126ノート

反応式

HRID 70126 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].[OH-].[K+].[C:12](=S)=[S:13]>CCO>[F:8][C:6]1[CH:5]=[CH:4][C:3]2[O:9][C:12](=[S:13])[NH:1][C:2]=2[CH:7]=1

参加物

5

反応物 3

HCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 27359172-Amino-4-fluorophenol

生成物 1

HCID 107972085-Fluorobenzoxazole-2-thiol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Amino-4-fluorophenol (1.21 g, 9.52 mmol) and potassium hydroxide (0.64 g, 11.4 mmol) were dissolved in carbon disulfide (15 mL) and EtOH (25 mL), and the reaction mixture was heated to reflux overnight. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure. The resulting solid was suspended in 1 M aqueous HCl and collected by filtration. This was washed with 1 M aqueous HCl (2×) and water (2×) and was air-dried. This gave 1.115 g (69%) of the title compound as a yellow solid. LC-MS: RT=6.89 min., [M+H]+=169.9.

後処理

  1. temperatureto reflux overnight
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. filtrationcollected by filtration
  4. washThis was washed with 1 M aqueous HCl (2×) and water (2×)
  5. customwas air-dried

出典と根拠

ORDレコード
ord-c673d7e01faa4150a637bcd8bf947dcf
出典データセット
uspto-grants-2014_09
特許番号
US08822472B2

反応ノート

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