Hydrazine, propyl- → HCID 54120435、化合物

HRID 1447800ノート

反応式

HRID 1447800 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]2[C:15](=O)[C:14](=[CH:17][C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=3)[CH2:13][S:12][CH2:11]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:26]([NH:29][NH2:30])[CH2:27][CH3:28]>CO.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[NH:30][N:29]([CH2:26][CH2:27][CH3:28])[C:15]3[C:14](=[CH:17][C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=4)[CH2:13][S:12][CH2:11][C:10]2=3)[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

4

反応物 2

HCID 42007Hydrazine, propyl-HCID 5149244H-Thiopyran-4-one, 3,5-bis[(3,4-dichlorophenyl)methylene]tetrahydro-

生成物 1

HCID 54120435HCID 54120435、化合物収率 68.5%

試薬・触媒・溶媒 1

HCID 21584188Chloroform methanol溶媒

実験手順

A suspension of tetrahydro-3,5-bis-(3,4-dichlorophenylmethylene)-4H-thiopyran-4-one (6.5 g, 15 mmole) and n-propylhydrazine (1.1 g, 15 mmole) in methanol/chloroform (1:1, 250 ml) is heated at reflux temperature overnight. When the reaction mixture is slightly cooled, unreacted starting material precipitates out and is removed (about 2.2 g) by filtration. The filtrate is concentrated in vacuo and dissolved in CHCl3 and washed with dilute HCl and water. The organic layer is dried (anhydrous MgSO4) and concentrated in vacuo to give 5 g of a semi-solid material. This is applied to a wet-packed (hexane) Al2O3 column (neutral, activity I), and eluted with 0-100% ether/hexane. The major product is obtained eluting with 10-40% ether/hexane. The later fractions, eluted with 50-80% ether/hexane, are combined, concentrated and the residue crystallized from MeOH/CHCl3 to give 0.4 g of the product in crystalline form (99% pure), m.p. 161°-162.5° C.

後処理

  1. temperatureis heated
  2. temperatureat reflux temperature overnight
  3. temperatureWhen the reaction mixture is slightly cooled
  4. customprecipitates out and
  5. customis removed (about 2.2 g)
  6. filtrationby filtration
  7. concentrationThe filtrate is concentrated in vacuo
  8. dissolutiondissolved in CHCl3
  9. washwashed with dilute HCl and water
  10. dry with materialThe organic layer is dried (anhydrous MgSO4)
  11. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-03ce2a26e69741dc9b548ceb54c9463e
出典データセット
uspto-grants-1979_12
特許番号
US04178379

反応ノート

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