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

HRID 1602073노트

반응식

HRID 1602073 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a4a1e507048e4eda9ea58d08e5e9f0e0
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05981438

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