Hydrazine, 1,1-diphenyl-, hydrochloride (1:1) → HCID 22105111、化合物

HRID 476410

反応式

HRID 476410 の反応式
[CH2:1]1[CH2:8][C:6](=O)[C:4](=O)[CH2:3][CH2:2]1.Cl.[C:10]1([N:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)N)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)(=O)C>[C:6]1([N:16]2[C:18]3[C:23](=[CH:22][CH:21]=[C:20]4[C:11]5[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=5[N:16]([C:18]5[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=5)[C:19]4=3)[C:15]3[C:10]2=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:4]=[CH:3][CH:2]=[CH:1][CH:8]=1

参加物

4

反応物 2

HCID 10738Hydrazine, 1,1-diphenyl-, hydrochloride (1:1)HCID 130061,2-Cyclohexanedione

生成物 1

HCID 22105111HCID 22105111、化合物収率 57.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1,2-Cyclohexadione (98%; 5.0 g, 1 eq.) is dissolved in acetic acid (100%; 30 ml). 1,1-Diphenylhydrazine hydrochloride (98%; 19.68 g, 2 eq.) is slowly added thereto. The suspension is stirred at room temperature overnight. Subsequently, the reaction is stirred at reflux for 54 h. After cooling to room temperature, the suspension is filtered with suction and washed with a little acetic acid. The residue is suspended in hot distilled water, filtered off with suction and washed to neutrality. The solid is dried under reduced pressure overnight. Subsequently, the solid is dissolved in toluene (300 ml) and Pd/C (10%; 2 g) is added; the mixture is stirred at reflux overnight. The solution was filtered through Celite (super standard) and washed with toluene and methylene chloride. The clear solution is concentrated and the residue is dried at 100° C. under reduced pressure. This gives 5.11 g of compound 4, 57.2% yield.

後処理

  1. stirringSubsequently, the reaction is stirred
  2. temperatureat reflux for 54 h
  3. temperatureAfter cooling to room temperature
  4. filtrationthe suspension is filtered with suction
  5. washwashed with a little acetic acid
  6. distillationin hot distilled water
  7. filtrationfiltered off with suction
  8. washwashed to neutrality
  9. customThe solid is dried under reduced pressure overnight
  10. dissolutionSubsequently, the solid is dissolved in toluene (300 ml)
  11. additionPd/C (10%; 2 g) is added
  12. stirringthe mixture is stirred
  13. temperatureat reflux overnight
  14. filtrationThe solution was filtered through Celite (super standard)
  15. washwashed with toluene and methylene chloride
  16. concentrationThe clear solution is concentrated
  17. customthe residue is dried at 100° C. under reduced pressure

出典と根拠

ORDレコード
ord-801948ef2fba41688a0b9b65b6eed340
出典データセット
uspto-grants-2014_01
特許番号
US08637857B2

関連ノート

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