Sodium Dithionite → 1-(4-Aminophenyl)-4-(4-pyridyl)piperazine

HRID 427445

반응식

HRID 427445 반응식
S(S([O-])=O)([O-])=O.[Na+].[Na+].[N:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1>O.CO>[N:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][CH:22]=3)[CH2:19][CH2:20]2)=[CH:11][CH:10]=1

참가 물질

5

반응물 2

HCID 24489Sodium DithioniteHCID 10924082Piperazine,1-(4-nitrophenyl)-4-(4-pyridinyl)-

생성물 1

HCID 108904611-(4-Aminophenyl)-4-(4-pyridyl)piperazine수율 81.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of sodium dithionite (2.5 g) in water (10 ml) was added to a warmed solution of 1-(4-pyridyl)-4-(4-nitrophenyl)piperazine (0.551 g) in methanol (50 ml) and the mixture was allowed to reflux for 2 hours. The methanol was removed by evaporation and the resulting concentrated solution was basified with solid Na2SO4. The organic material was extracted into ethyl acetate, washed with water, brine, dried (Na2SO4) and evaporated to give 1-(4-pyridyl)-4-(4-aminophenyl)piperazine (0.4 g) as an oil. NMR: (CDCl3) 3.14(t,4H), 3.48(t, 4H), 6.68(m,4H), 6.85(d,2H), 8.31(bd,2H): MS: m z 255 (MH)−.

후처리

  1. temperatureto reflux for 2 hours
  2. customThe methanol was removed by evaporation
  3. extractionThe organic material was extracted into ethyl acetate
  4. washwashed with water, brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-06923bc1add44b71b1ca06c2553823a0
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313127B1

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