Tetrahydrofuran → 2,6-dichloro-4-trifluoromethoxyphenyl-5-(N,N-diethylamino)-3-(tert-butyl)-1H-1,2,4-triazole

HRID 1650773

反応式

HRID 1650773 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[C:4]([Cl:13])[C:3]=1[NH:14][N:15]=[C:16](Cl)[C:17]([CH3:20])([CH3:19])[CH3:18].[CH2:22]([N:24]([CH2:27][CH3:28])[C:25]#[N:26])[CH3:23].O1CCCC1.C(N(CC)CC)C>O>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[C:4]([Cl:13])[C:3]=1[N:14]1[C:25]([N:24]([CH2:27][CH3:28])[CH2:22][CH3:23])=[N:26][C:16]([C:17]([CH3:20])([CH3:19])[CH3:18])=[N:15]1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 12050DiethylcyanamideHCID 86743925HCID 86743925、化合物

生成物 1

HCID 146243642,6-dichloro-4-trifluoromethoxyphenyl-5-(N,N-diethylamino)-3-(tert-butyl)-1H-1,2,4-triazole収率 87.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

7.3 g (0.02 mol) of 2,2-dimethylpropionyl chloride 2,6-dichloro-4-trifluoromethoxyphenylhydrazone and 2.0 g (0.02 mol) of N,N-diethylcyanamide were added to 100 ml of tetrahydrofuran, and 2.2 g (0.02 mol) of triethylamine was dropwise added under reflux and stirring. After completion of the dropwise addition, the mixture was stirred at the same temperature for 0.5 hour. After cooling, the reaction solution was poured into water, and the precipitate was extracted with chloroform. The chloroform layer was washed with water and dried, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 7.4 g (yield: 87.1%) of the desired compound as a pale yellow liquid. Refractive index nD20 : 1.4940.

後処理

  1. additionwas dropwise added
  2. temperatureunder reflux
  3. additionAfter completion of the dropwise addition
  4. stirringthe mixture was stirred at the same temperature for 0.5 hour
  5. temperatureAfter cooling
  6. extractionthe precipitate was extracted with chloroform
  7. washThe chloroform layer was washed with water
  8. customdried
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-eb05cccaa5ee4164ab241518e4b43c55
出典データセット
uspto-grants-1990_05
特許番号
US04925864

関連ノート

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