Thiophosgene → 5-isothiocyanato-N,N,6-trimethylpyridin-2-amine

HRID 1398862ノート

反応式

HRID 1398862 の反応式
[C:1](Cl)(Cl)=[S:2].[CH3:5][N:6]([CH3:15])[C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([CH3:14])[N:8]=1>O1CCCC1.C(=O)([O-])O.[Na+]>[N:13]([C:10]1[CH:11]=[CH:12][C:7]([N:6]([CH3:5])[CH3:15])=[N:8][C:9]=1[CH3:14])=[C:1]=[S:2]

参加物

5

反応物 2

HCID 10040ThiophosgeneHCID 20748032N2,N2,6-trimethylpyridine-2,5-diamine

生成物 1

HCID 866328865-isothiocyanato-N,N,6-trimethylpyridin-2-amine収率 43.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒2 回

反応条件

温度
0 °C

実験手順

Thiophosgene (1.3 mL, 16.7 mmol) was added dropwise to a stirred mixture of N2,N2,6-trimethylpyridine-2,5-diamine (2.30 g, 15.2 mmol) in tetrahydrofuran (20 mL) and saturated aqueous sodium hydrogen carbonate (20 mL) at 0° C., and the mixture was stirred at 0° C. for 2 hr. The mixture was diluted with saturated aqueous sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was washed with diisopropyl ether to give the title compound as a pale yellow powder (1.27 g, 6.57 mmol, 43%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. washThe residue was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-9602f15169cd42d3837b3b23852d8217
出典データセット
uspto-grants-2014_12
特許番号
US08901141B2

反応ノート

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