Sodium hydride → 1-Phenyl-5-(4-cyano-2-trifluoromethylanilino)tetrazole

HRID 1602073ノート

反応式

HRID 1602073 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[H-].[Na+].[H][H].Cl[C:19]1[N:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:22]=[N:21][N:20]=1>O1CCCC1>[C:24]1([N:23]2[C:19]([NH:1][C:2]3[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=3[C:10]([F:11])([F:12])[F:13])=[N:20][N:21]=[N:22]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 842621H-Tetrazole, 5-chloro-1-phenyl-HCID 27794884-Amino-3-(trifluoromethyl)benzonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 110457501-Phenyl-5-(4-cyano-2-trifluoromethylanilino)tetrazole収率 93.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-Amino-3-trifluoromethyl-benzonitrile (0.9 g) was added to a tetrahydrofuran solution (25 ml) of sodium hydride (0.5 g; 60% in oil) at room temperature. The mixture was stirred at room temperature for about 10 minutes until the generation of hydrogen gas was ceased. Then, 5-chloro-1-phenyltetrazole (0.9 g) was added thereto and the mixture was stirred for 2 hours. The reaction solution was poured into 100 ml of ice water and the organic layer was distilled off under reduced pressure. Activated carbon was added to the aqueous layer and the aqueous layer was filtered. Then, the pH of the filtrate was adjusted to 2-3 with concentrated hydrochloric acid. The precipitated crystals were collated by filtration and washed with water and n-hexane to obtain 1-phenyl-5-(4-cyano-2-trifluoromethylanilino)tetrazole (1.5 g).

後処理

  1. distillationthe organic layer was distilled off under reduced pressure
  2. additionActivated carbon was added to the aqueous layer
  3. filtrationthe aqueous layer was filtered
  4. filtrationThe precipitated crystals were collated by filtration
  5. washwashed with water and n-hexane

出典と根拠

ORDレコード
ord-a4a1e507048e4eda9ea58d08e5e9f0e0
出典データセット
uspto-grants-1999_11
特許番号
US05981438

反応ノート

読み込み中…