Hydrogen Sulfide → 2-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1,3-cyclohexanedione

HRID 127530ノート

反応式

HRID 127530 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[CH:11]1[C:16](=[O:17])[CH2:15][C:14]([CH3:19])([CH3:18])[CH2:13][C:12]1=[O:20].S>[OH-].[NH4+].C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH:11]1[C:16](=[O:17])[CH2:15][C:14]([CH3:18])([CH3:19])[CH2:13][C:12]1=[O:20]

参加物

5

反応物 2

HCID 402Hydrogen Sulfide2 回HCID 128766182-(2'-Chloro-4'-nitrophenyl)-5,5-dimethyl-1,3-cyclohexandione

生成物 1

HCID 128765962-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1,3-cyclohexanedione

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14923Ammonium Hydroxide溶媒

実験手順

A solution of 20.0 g (0.067 mol) of 2-(2'-chloro-4'-nitrophenyl)-5,5-dimethyl-1,3-cyclohexanedione in 150 ml of concentrated ammonium hydroxide and 150 ml of ethanol was stirred at room temperature while passing hydrogen sulfide gas through the solution at such a rate that all of the H2S was absorbed. When the solution was saturated with H2S, the temperature was raised to the reflux point and H2S continuously passed slowly through the refluxing solution for 24 hours. The reaction mixture was filtered to remove sulfur, and the filtrate evaporated under reduced pressure. To the residue was added 300 ml of 0.25 N NaOH, and the solution filtered once more. The filtrate was cooled and carefully acidified to pH=4 with 6 N HCl. 2-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1,3-cyclohexanedione was collected by suction filtration.

後処理

  1. customwas absorbed
  2. temperaturethe temperature was raised to the reflux point and H2S
  3. filtrationThe reaction mixture was filtered
  4. customto remove sulfur
  5. customthe filtrate evaporated under reduced pressure
  6. additionTo the residue was added 300 ml of 0.25 N NaOH
  7. filtrationthe solution filtered once more
  8. temperatureThe filtrate was cooled
  9. filtration2-(2'-Chloro-4'-aminophenyl)-5,5-dimethyl-1,3-cyclohexanedione was collected by suction filtration

出典と根拠

ORDレコード
ord-85bf22e0d9e94cbab890deb3cdb56172
出典データセット
uspto-grants-1981_03
特許番号
US04256658

反応ノート

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