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

HRID 427445

反応式

HRID 427445 の反応式
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

参加物

5

反応物 2

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

生成物 1

HCID 108904611-(4-Aminophenyl)-4-(4-pyridyl)piperazine収率 81.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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)−.

後処理

  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

出典と根拠

ORDレコード
ord-06923bc1add44b71b1ca06c2553823a0
出典データセット
uspto-grants-2001_11
特許番号
US06313127B1

関連ノート

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