1H-1,2,4-Triazole → Triadimefon

HRID 903898

反応式

HRID 903898 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[Cl:12][C:13]1[CH:27]=[CH:26][C:16]([O:17][CH:18](Cl)[C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:15][CH:14]=1>CC(C)=O>[Cl:12][C:13]1[CH:27]=[CH:26][C:16]([O:17][CH:18]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)[C:19](=[O:24])[C:20]([CH3:22])([CH3:23])[CH3:21])=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 926212-Butanone, 1-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-

生成物 1

HCID 39385Triadimefon収率 87.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

418 g (6.6 mols) of 1,2,4-triazole were dissolved in 3,000 ml of acetone. 934 g (7.2 mols) of anhydrous, powdered potassium carbonate were added to this solution, the suspension was heated to the boil and a solution of 1,565 g (6 mols) of 1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one in 1,500 ml of acetone was added dropwise in a manner such that the mixture boiled under reflux without heating. After the addition had ended, the mixture was heated under reflux for 15 hours in order to bring the reaction to completion; the resulting precipitate was then filtered off, washed with acetone and discarded. The filtrate was freed from solvent under a waterpump vacuum, the residue was taken up in 3,000 ml of toluene and the toluene solution was washed once with a solution of 100 g of 37% strength hydrochloric acid in 2,000 ml of water. The aqueous phase was separated off and discarded; the organic phase was washed with 5,000 ml of water and, after adding a further 4,000 ml of toluene, was stirred with a solution of 145 g of sodium hydroxide in 3,500 ml of water at room temperature for 6 hours. Thereafter, the organic phase was separated off, washed with water until neutral and freed from solvent under a waterpump vacuum. 1,535 g (87% of theory) of 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 75°-76° C. were obtained. ##STR11##

後処理

  1. temperaturethe suspension was heated to the boil
  2. temperatureunder reflux
  3. temperaturewithout heating
  4. additionAfter the addition
  5. temperaturethe mixture was heated
  6. temperatureunder reflux for 15 hours in order
  7. customthe reaction to completion
  8. filtrationthe resulting precipitate was then filtered off
  9. washwashed with acetone
  10. washthe toluene solution was washed once with a solution of 100 g of 37% strength hydrochloric acid in 2,000 ml of water
  11. customThe aqueous phase was separated off
  12. washthe organic phase was washed with 5,000 ml of water
  13. additionafter adding a further 4,000 ml of toluene
  14. customThereafter, the organic phase was separated off
  15. washwashed with water until neutral and freed from solvent under a waterpump vacuum

出典と根拠

ORDレコード
ord-556bb74b62014df78241805e4534738f
出典データセット
uspto-grants-1980_10
特許番号
US04229459

関連ノート

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