Ammonium Hydroxide → 5-(3-Methylpentan-3-yl)-1,3,4-thiadiazol-2-amine

HRID 2292295

反応式

HRID 2292295 の反応式
[CH2:1]([C:3]([CH3:9])([CH2:7][CH3:8])[C:4](O)=O)[CH3:2].[NH2:10][NH:11][C:12]([NH2:14])=[S:13].P(Cl)(Cl)(Cl)=O.[OH-].[NH4+]>O1CCOCC1>[NH2:14][C:12]1[S:13][C:4]([C:3]([CH2:7][CH3:8])([CH3:9])[CH2:1][CH3:2])=[N:10][N:11]=1

参加物

6

反応物 4

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 298462-Ethyl-2-methylbutyric acidHCID 2723789Thiosemicarbazide

生成物 1

HCID 132342635-(3-Methylpentan-3-yl)-1,3,4-thiadiazol-2-amine収率 91.9%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

A solution containing 13.0 g of 2-ethyl-2-methylbutyric acid and 9.1 g of thiosemicarbazide in 125 ml of dioxane was stirred and heated to 90° C. To the stirred reaction mixture was added dropwise over thirty minutes 15.3 g of phosphorous oxychloride. Following complete addition, the reaction mixture was heated at 90° C. for six hours. The mixture was then cooled to about 30° C. and added to 100 g of ice. The aqueous mixture was made alkaline by the addition of ammonium hydroxide, and the alkaline solution was extracted several times with ethyl acetate. The extracts were combined, washed with water, dried, and the solvent was removed by evaporation under reduced pressure to afford 17.0 g of 2-amino-5-(1-ethyl-1-methylpropyl)-1,3,4-thiadiazole.

後処理

  1. customTo the stirred reaction mixture
  2. additionaddition
  3. temperaturethe reaction mixture was heated at 90° C. for six hours
  4. temperatureThe mixture was then cooled to about 30° C.
  5. extractionthe alkaline solution was extracted several times with ethyl acetate
  6. washwashed with water
  7. customdried
  8. customthe solvent was removed by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-5c0fc8113fa94fdfa4fad753410048ea
出典データセット
uspto-grants-1989_01
特許番号
US04801718

関連ノート

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