Sodium Hydroxide → 1-Amino-4-(2-thenoyl)piperazine

HRID 1655193ノート

反応式

HRID 1655193 の反応式
[N:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9](=[O:15])[C:10]2[S:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:4]1)=O.[OH-].[Na+]>C(O)(=O)C.O.[Zn]>[NH2:1][N:3]1[CH2:8][CH2:7][N:6]([C:9](=[O:15])[C:10]2[S:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:4]1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 197912611-Nitroso-4-(2-thenoyl)piperazine

生成物 1

HCID 197912671-Amino-4-(2-thenoyl)piperazine収率 70.1%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒2 回HCID 176Acetic Acid溶媒2 回HCID 962Water溶媒

実験手順

To a solution of 1-nitroso-4-(2-thenoyl)piperazine (1.78 g) in a mixture of acetic acid (8 ml) and water (8 ml) was added Zn powder (1.55 g) in several portions at 6°-15° C. The suspension was stirred for 1.5 hours below 10° C. To the mixture was added acetic acid (4 ml) and Zn powder (780 mg) at 8°-12° C. The mixture was stirred for 2 hours at ambient temperature. To the suspension was added 17% aqueous sodium hydroxide solution (70 ml). The insoluble materials were filtered off. The aqueous layer was extracted with dichloromethane. The combined organic layers were dried and concentrated in vacuo. The residue was purified by column chromatography on silica gel (elution by 5% methanol in dichloromethane) to yield 1-amino-4-(2-thenoyl)piperazine (1.17 g) as a pale yellow syrup.

後処理

  1. stirringThe mixture was stirred for 2 hours at ambient temperature
  2. filtrationThe insoluble materials were filtered off
  3. extractionThe aqueous layer was extracted with dichloromethane
  4. customThe combined organic layers were dried
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on silica gel (elution by 5% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-e06b1f68e1a940cb97e3134035dfe7a7
出典データセット
uspto-grants-1993_10
特許番号
US05250528

反応ノート

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