Water → 3-Isothiocyanato-6-methoxy-2-(trifluoromethyl)pyridine

HRID 1628595ノート

反応式

HRID 1628595 の反応式
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([NH2:13])=[CH:5][CH:4]=1.[C:14](Cl)(Cl)=[S:15].O>O1CCCC1.C(=O)([O-])O.[Na+]>[N:13]([C:6]1[C:7]([C:9]([F:10])([F:11])[F:12])=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[C:14]=[S:15]

参加物

6

反応物 3

HCID 962WaterHCID 10040ThiophosgeneHCID 447547986-Methoxy-2-(trifluoromethyl)pyridin-3-amine

生成物 1

HCID 866329283-Isothiocyanato-6-methoxy-2-(trifluoromethyl)pyridine収率 99.7%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
0 °C

実験手順

To a solution of 6-methoxy-2-(trifluoromethyl)pyridin-3-amine (6.99 g, 36.4 mmol) in tetrahydrofuran (60 mL) and saturated aqueous sodium hydrogen carbonate (60 mL) was added dropwise thiophosgene (2.8 mL, 36.5 mmol) at 0° C. The mixture was stirred at 0° C. for 0.5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title compound (8.49 g, 36.3 mmol, quant.) as a pale orange oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b0af85bc4dd34c0686e9af0792b0e114
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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