Hydrazine hydrate (1:1) → N~1~-[3-(4-Methylpiperazin-1-yl)propyl]benzene-1,4-diamine

HRID 11558

反応式

HRID 11558 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)[CH2:4][CH2:3]1.O.NN>C(O)C.[Ni].O>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=2)[CH2:6][CH2:7]1

参加物

6

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 21975010N-[3-(4-methylpiperazin-1-yl)propyl]-4-nitro-1-aminobenzene

生成物 1

HCID 21975027N~1~-[3-(4-Methylpiperazin-1-yl)propyl]benzene-1,4-diamine

試薬・触媒・溶媒 3

HCID 935Nickel触媒3 回HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A suspension of 0.1385 gms. of [3-(4-methyl-piperazin-1-yl)-propyl]-(4-nitro-phenyl)-amine in 3 mL of ethanol is heated to 50° C. Once dissolution is achieved 0.144 mL hydrazine monohydrate is addded to the solution. A Raney nickel slurry in water is added to the 50° C. solution dropwise, waiting after each addition for the gas evolution to cease. Sufficient quantities of Raney nickel have been added when continued addition of Raney nickel causes no further gas evolution. The reaction is then maintained at 50° C. for an additional hour, and subsequently is cooled to room temperature. The reaction mixture is filtered through a pad of celite (rinsing the pad with methanol). N-[3-(4-Methyl-piperazin-1-yl)-propyl]-benzene-1,4-diamine (0.116 gms.) is isolated upon evaporation of the filtrate, and is subsequently used without purification in the reaction of Example 302.

後処理

  1. additionA suspension of 0.1385 gms
  2. dissolutionOnce dissolution
  3. waitwaiting
  4. additionafter each addition for the gas evolution
  5. temperaturesubsequently is cooled to room temperature
  6. filtrationThe reaction mixture is filtered through a pad of celite (
  7. washrinsing the pad with methanol)

出典と根拠

ORDレコード
ord-eb1ff254344f4230a9d813e4b5254294
出典データセット
uspto-grants-2006_08
特許番号
US07098236B2

関連ノート

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