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

HRID 1655193노트

반응식

HRID 1655193 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

HCID 197912671-Amino-4-(2-thenoyl)piperazine수율 70.1%

시약·촉매·용매 3

HCID 23994Zinc촉매2회HCID 176Acetic Acid용매2회HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e06b1f68e1a940cb97e3134035dfe7a7
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05250528

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