Thiophosgene → 5-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

HRID 1051123ノート

反応式

HRID 1051123 の反応式
[C:1]([C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:6]([N+:13]([O-])=O)=[CH:5][N:4]=1)#[N:2].[C:16](Cl)(Cl)=[S:17]>O>[N:13]([C:6]1[CH:7]=[C:8]([C:9]([F:12])([F:11])[F:10])[C:3]([C:1]#[N:2])=[N:4][CH:5]=1)=[C:16]=[S:17]

参加物

4

反応物 2

HCID 10040ThiophosgeneHCID 218748935-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile

生成物 1

HCID 250199805-Isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a heterogeneous mixture of 2-cyano-3-(trifluoromethyl)-5-nitropyridine A11 (0.075 g, 0.4 mmol) in water (2 ml) was added thiophosgene (50 μl). The mixture was stirred for 2 hours and then washed with water and extracted with chloroform. The organic layer was dried over MgSO4 and concentrated to yield compound A12 (0.087 g, 0.38 mmol, 95%). 1H NMR (400 MHz, CDCl3) δ 7.85 (d, J=2.4 Hz, 1H), 8.72 (d, J=2.4 Hz, 1H); 13C NMR (100 MHz, CDCl3) δ 113.61, 121.04 (q, J=273.1 Hz), 127.41, 130.38 (q, J=4.3 Hz), 131.44 (q, J=34.4 Hz), 133.55, 144.75, 150.30.

後処理

  1. washwashed with water
  2. extractionextracted with chloroform
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated
  5. customto yield compound A12 (0.087 g, 0.38 mmol, 95%)

出典と根拠

ORDレコード
ord-0ff42b37e368428f8b3acb97b8532e42
出典データセット
uspto-grants-2016_07
特許番号
US09388159B2

反応ノート

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