Thiophosgene → 4-Isothiocyanato-2-(trifluoromethyl)benzonitrile

HRID 240813

反応式

HRID 240813 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[C:14](Cl)(Cl)=[S:15]>O>[N:1]([C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:11])([F:12])[F:13])[CH:3]=1)=[C:14]=[S:15]

参加物

4

反応物 2

HCID 10040ThiophosgeneHCID 5221704-Amino-2-(trifluoromethyl)benzonitrile

生成物 1

HCID 116155404-Isothiocyanato-2-(trifluoromethyl)benzonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4-Amino-2-trifluoromethylbenzonitrile (2.23 g, 12 mmol) was added portionwise over 15 min into a well-stirred heterogeneous mixture of thiophosgene (1 mL, 13 mmol) in water (22 mL) at room temperature. Stirring was continued for an additional 1 h. The reaction medium was extracted with chloroform (3×15 ml). The combined organic phase was dried over MgSO4 and evaporated to dryness under reduced pressure to yield desired product 4-Isothiocyanato-2-trifluoromethylbenzonitrile (Formula 41) as brownish solid and was used as such for the next step (2.72 g, 11.9 mmol, 99%). 1H NMR δ 7.49 (dd, 1H, J=8.3 and 2.1), 7.59 (d, 1H, J=2.1), 7.84 (d, 1H, J=8.3).

後処理

  1. extractionThe reaction medium was extracted with chloroform (3×15 ml)
  2. dry with materialThe combined organic phase was dried over MgSO4
  3. customevaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-7ea07b9f4ab44746bfbecf84e213be45
出典データセット
uspto-grants-2014_02
特許番号
US08648105B2

関連ノート

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