2-Fluoro-6-nitroaniline → 2-Fluoro-6-nitrophenylthiocyanate

HRID 2202365ノート

反応式

HRID 2202365 の反応式
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1N.N([O-])=O.[Na+].[S-:16][C:17]#[N:18].[K+]>S(=O)(=O)(O)O.O>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-:11])=[O:10])[C:3]=1[S:16][C:17]#[N:18]

参加物

6

反応物 3

HCID 873162-Fluoro-6-nitroanilineHCID 516872Potassium thiocyanateHCID 23668193Sodium Nitrite

生成物 1

HCID 904190222-Fluoro-6-nitrophenylthiocyanate収率 99.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回HCID 1118Sulfuric Acid溶媒

反応条件

温度
5 °C

実験手順

A solution of 2-fluoro-6-nitroaniline (3 g, 0.02 mol) in conc. sulphuric acid (30 mL) and water (30 mL) was diazotized at 0-3° C. for 90 min with aqueous sodium nitrite (1.45 g, 0.021 mol). After addition of potassium thiocyanate (2.522 g, 0.026 mol) in water (10 mL), the diazo-liquor was stirred vigorously into a suspension of cuprous thiocyanate (6.05 g, 0.05 mol) in water (20 mL) at 5° C. After stirring at 5° C. for 2 hr, the mixture was then heated at 70° C. for 20 min, then was cooled overnight, filtered, and the cake extracted with EtOAc to get the crude product (3.96 g) which was used in the next step without further purification. LC-MS: m/z 199.2 (M+H)+

後処理

  1. temperaturethe mixture was then heated at 70° C. for 20 min
  2. temperaturewas cooled overnight
  3. filtrationfiltered
  4. extractionthe cake extracted with EtOAc

出典と根拠

ORDレコード
ord-9dbdd951599947b4989f18d7a491929f
出典データセット
uspto-grants-2016_06
特許番号
US09365545B2

反応ノート

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